Advertisement

Preparation, Reactivity, and Synthetic Utility of Simple Benzotriazole Derivatives

  • Romaric Gérardy
  • Jean-Christophe M. MonbaliuEmail author
Chapter
Part of the Topics in Heterocyclic Chemistry book series (TOPICS, volume 43)

Abstract

The benzotriazole fragment is known to behave as (1) an excellent leaving group, (2) an electron-donating or an electron-withdrawing group, (3) an anion precursor, and (4) a radical precursor. It confers unique physicochemical properties to its immediate vicinity on various molecular scaffolds. This review covers the preparation and synthetic utility of versatile benzotriazole derivatives. The selected compounds are conveniently prepared from 1H-benzotriazole and are characterized by a huge synthetic potential. Their specific reactivity is discussed and illustrated with various examples ranging from methodology in organic chemistry to the total synthesis of complex structures.

Keywords

Benzotriazole derivatives Benzotriazole methodology Molecular diversity Versatile synthons 

References

  1. 1.
    Panda SS, Hall CD, Scriven E, Katritzky AR (2013) Aldrichimica Acta 46:43Google Scholar
  2. 2.
    Monbaliu JCM, Katritzky AR (2012) Chem Commun 48:11601CrossRefGoogle Scholar
  3. 3.
    Katritzky AR, Rachwal S (2011) Chem Rev 111:7063CrossRefGoogle Scholar
  4. 4.
    Katritzky AR, Rachwal S (2010) Chem Rev 110:1564CrossRefGoogle Scholar
  5. 5.
    Katritzky AR, Manju K, Singh SK, Meher NK (2005) Tetrahedron 61:2555CrossRefGoogle Scholar
  6. 6.
    Katritzky AR, Rogovoy BV (2003) Chem Eur J 9:4586CrossRefGoogle Scholar
  7. 7.
    Katritzky AR, Lan X, Yang JZ, Denisko OV (1998) Chem Rev 98:409CrossRefGoogle Scholar
  8. 8.
    Katritzky AR, Belyakov SA (1998) Aldrichimica Acta 31:35Google Scholar
  9. 9.
    Katritzky AR, Wu H, Xie L, Rachwal S, Rachwal B, Jiang J, Zhang G, Lang H (1995) Synthesis 1315Google Scholar
  10. 10.
    Katritzky AR, Rachwal S, Hitchings GJ (1991) Tetrahedron 47:2683CrossRefGoogle Scholar
  11. 11.
    El-Faham A, Albericio F (2011) Chem Rev 111:6557CrossRefGoogle Scholar
  12. 12.
    Joullié MM, Lassen KM (2010) ARKIVOC 8:189Google Scholar
  13. 13.
    Valeur E, Bradley M (2009) Chem Soc Rev 38:606CrossRefGoogle Scholar
  14. 14.
    Rees CW, Storr RC (1969) J Chem Soc C 1474Google Scholar
  15. 15.
    Monbaliu JCM, Beagle LK, Kovacs J, Zeller M, Stevens CV, Katritzky AR (2012) RSC Adv 2:8941CrossRefGoogle Scholar
  16. 16.
    Sasse MJ, Storr RC (1978) J Chem Soc Perkin Trans 1 909Google Scholar
  17. 17.
    Mandal B, Basu B (2014) RSC Adv 4:13854CrossRefGoogle Scholar
  18. 18.
    Panmand DS, Tiwari AD, Panda SS, Monbaliu JCM, Beagle LK, Asiri AM, Stevens CV, Steel PJ, Hall CD, Katritzky AR (2014) Tetrahedron Lett 55:5898CrossRefGoogle Scholar
  19. 19.
    Kumar D, Mishra BB, Tiwari VK (2014) J Org Chem 79:251CrossRefGoogle Scholar
  20. 20.
    Fraix A, Le Gall T, Berchel M, Denis C, Lehn P, Montier T, Jaffrès PA (2013) Org Biomol Chem 11:1650CrossRefGoogle Scholar
  21. 21.
    Gnamm C, Jeanguenat A, Dutton AC, Grimm C, Kloer DP, Crossthwaite AJ (2012) Bioorg Med Chem Lett 22:3800CrossRefGoogle Scholar
  22. 22.
    Reddie KG, Humphries WH, Bain CP, Payne CK, Kemp ML, Murthy N (2012) Org Lett 14:680CrossRefGoogle Scholar
  23. 23.
    Hunter R, Msutu A, Dwyer CL, Emslie ND, Hunt RC, Bezuidenhoudt BCB (2011) Synlett 2011:2335CrossRefGoogle Scholar
  24. 24.
    Stellenboom N, Hunter R, Caira MR (2010) Tetrahedron 66:3228CrossRefGoogle Scholar
  25. 25.
    Stellenboom N, Hunter R, Caira MR, Szilágyi L (2010) Tetrahedron Lett 51:5309CrossRefGoogle Scholar
  26. 26.
    Pietrzak M, Wehling JP, Kong S, Tolstoy PM, Shenderovich IG, López C, Claramunt RM, Elguero J, Denisov GS, Limbach H-H (2010) Chem Eur J 16:1679CrossRefGoogle Scholar
  27. 27.
    Teague SJ, Barber S (2010) Tetrahedron Lett 51:4720CrossRefGoogle Scholar
  28. 28.
    Katritzky AR, Widyan K, Gyanda K (2008) Synthesis 1201Google Scholar
  29. 29.
    Katritzky AR, Vincek AS, Steel PJ (2008) Heterocycles 76:1401CrossRefGoogle Scholar
  30. 30.
    Hunter R, Caira M, Stellenboom N (2006) J Org Chem 71:8268CrossRefGoogle Scholar
  31. 31.
    Katritzky AR, Witek RM, Rodriguez-Garcia V, Mohapatra PP, Rogers JW, Cusido J, Abdel-Fattah AAA, Steel PJ (2005) J Org Chem 70:7866CrossRefGoogle Scholar
  32. 32.
    Katritzky AR, Abdel-Fattah AAA, Vakulenko AV, Tao H (2005) J Org Chem 70:9191CrossRefGoogle Scholar
  33. 33.
    Katritzky AR, Hayden AE, Kirichenko K, Pelphrey P, Ji Y (2004) J Org Chem 69:5108CrossRefGoogle Scholar
  34. 34.
    Katritzky AR, Rodriguez-Garcia V, Nair SK (2003) J Org Chem 69:1849CrossRefGoogle Scholar
  35. 35.
    Gibson CL, La Rosa S, Suckling CJ (2003) Org Biomol Chem 1:1909CrossRefGoogle Scholar
  36. 36.
    Greci L, Castagna R, Carloni P, Stipa P, Rizzoli C, Righi L, Sgarabotto P (2003) Org Biomol Chem 1:3768CrossRefGoogle Scholar
  37. 37.
    Ponce MA, Tarzi OI, Erra-Balsells R (2003) J Heterocycl Chem 40:419CrossRefGoogle Scholar
  38. 38.
    Katritzky AR, Vakulenko AV, Jain R (2003) Arkivoc 2003:131CrossRefGoogle Scholar
  39. 39.
    Katritzky AR, Rogovoy B, Klein C, Insuasty H, Vvedensky V, Insuasty B (2001) J Org Chem 66:2854CrossRefGoogle Scholar
  40. 40.
    Katritzky AR, Nichols DA, Voronkov MV (2000) Arkivoc 2000:667CrossRefGoogle Scholar
  41. 41.
    Katritzky AR, Voronkov MV, Pastor A, Tatham D (1999) Heterocycles 51:1877CrossRefGoogle Scholar
  42. 42.
    Hughes TV, Hammond SD, Cava MP (1998) J Org Chem 63:401CrossRefGoogle Scholar
  43. 43.
    Bonesi SM, Erra-Balsells R (1997) J Heterocycl Chem 34:891CrossRefGoogle Scholar
  44. 44.
    Katritzky AR, Ignatchenko AV, Lan X, Lang H, Stevens CV (1994) Tetrahedron 50:6005CrossRefGoogle Scholar
  45. 45.
    Katritzky AR, Ignatchenko AV, Lang H (1995) Heterocycles 41:131CrossRefGoogle Scholar
  46. 46.
    Katritzky AR, Belyakov SA, Lam JN, Dupont Durst H, Karpenko DV (1994) Heterocycles 39:73CrossRefGoogle Scholar
  47. 47.
    Toth JE, Ray J, Deeter J (1993) J Org Chem 58:3469CrossRefGoogle Scholar
  48. 48.
    Fujihara H, Oi N, Erata T, Furukawa N (1990) Tetrahedron Lett 31:1019CrossRefGoogle Scholar
  49. 49.
    Barker SJ, Storr RC (1990) J Chem Soc Perkin Trans 1 3:485CrossRefGoogle Scholar
  50. 50.
    Kim JN, Ryu EK (1990) Synth Commun 20:1373CrossRefGoogle Scholar
  51. 51.
    De Rosa M, Quesada PA, Dodsworth DJ (1987) J Org Chem 52:173CrossRefGoogle Scholar
  52. 52.
    Ganapathy K, Gurumurthy R, Mohan N, Sivagnanam G (1987) Monatsh Chem 118:583CrossRefGoogle Scholar
  53. 53.
    Wender PA, Cooper CB (1986) Tetrahedron 42:2985CrossRefGoogle Scholar
  54. 54.
    Berti C, Greci L, Andruzzi R, Trazza A (1986) J Chem Soc Perkin Trans 1 4:607CrossRefGoogle Scholar
  55. 55.
    Pyne SG (1986) J Org Chem 51:81CrossRefGoogle Scholar
  56. 56.
    Akasaka T, Furukawa N, Oae S (1985) Phosphorus Sulfur 21:277Google Scholar
  57. 57.
    Berti C, Greci L, Andruzzi R, Trazza A (1982) J Org Chem 25:4895CrossRefGoogle Scholar
  58. 58.
    Keating M, Sasse MJ, Storr RC (1978) J Chem Soc Perkin Trans 1 905Google Scholar
  59. 59.
    Lichman KV (1971) J Chem Soc C 2539Google Scholar
  60. 60.
    Rees CW, Storr RC (1969) J Chem Soc C 1478Google Scholar
  61. 61.
    Niedermann K, Früh N, Senn R, Czarniecki B, Verel R, Togni A (2012) Angew Chem Int Ed 51:6511CrossRefGoogle Scholar
  62. 62.
    Katritzky AR, Shobana N, Juliusz P, Afridi AS, Fan WQ (1992) Tetrahedron 48:7817CrossRefGoogle Scholar
  63. 63.
    Taboada R, Ordonio GG, Ndakala AJ, Howell AR, Rablen PR (2003) J Org Chem 68:1480CrossRefGoogle Scholar
  64. 64.
    Boto A, Hernández D, Hernández R (2010) Eur J Org Chem 2010:6633CrossRefGoogle Scholar
  65. 65.
    Lesiv AV, Ioffe SL, Strelenko YA, Tartakovsky VA (2002) Helv Chim Acta 85:3489CrossRefGoogle Scholar
  66. 66.
    Birkofer L, Richter P, Ritter A (1960) Chem Ber 93:2804Google Scholar
  67. 67.
    Sureshbabu VV, Chennakrishnareddy G, Hemantha HP (2010) Synlett 2010:715CrossRefGoogle Scholar
  68. 68.
    Katritzky AR, Khashab NM, Gromova AV (2006) Arkivoc 2006:226CrossRefGoogle Scholar
  69. 69.
    Katritzky AR, Ledoux S, Witek RM, Nair SK (2004) J Org Chem 69:2976CrossRefGoogle Scholar
  70. 70.
    Larsen C, Steliou K, Harpp DN (1978) J Org Chem 43:337CrossRefGoogle Scholar
  71. 71.
    Boto A, Hernández D, Hernández R, Álvarez E (2007) J Org Chem 72:9523CrossRefGoogle Scholar
  72. 72.
    Katritzky AR, Donkor A, Fang Y (2001) J Org Chem 66:4041CrossRefGoogle Scholar
  73. 73.
    Katritzky AR, Stevens CV, Zhang GF, Jiang J (1995) Heterocycles 40:231CrossRefGoogle Scholar
  74. 74.
    Katritzky AR, Cheng D, Leeming P, Ghiviriga I, Hartshorn CM, Steel PJ (1996) J Heterocycl Chem 33:1935CrossRefGoogle Scholar
  75. 75.
    Bourry A, Pitard F, Rigo B, Sanz G, Camus F, Norberg B, Durant F, Couturier D (2002) J Heterocycl Chem 39:109CrossRefGoogle Scholar
  76. 76.
    Katritzky AR, Soloducho J, Musgrave RP, Breytenbach JC (1995) Tetrahedron Lett 36:5491CrossRefGoogle Scholar
  77. 77.
    Katritzky AR, Hong Q, Yang Z (1995) J Org Chem 60:3405CrossRefGoogle Scholar
  78. 78.
    Katritzky AR, Hong Q, Yang Z (1994) J Org Chem 59:7947CrossRefGoogle Scholar
  79. 79.
    Gasparini JP, Gassend R, Maire JC (1981) J Organochem Chem 208:309CrossRefGoogle Scholar
  80. 80.
    Gasparini JP, Gassend R, Maire JC (1980) J Organomet Chem 188:141CrossRefGoogle Scholar
  81. 81.
    Boto A, Hernández D, Hernández R (2010) Eur J Org Chem 2010:3847CrossRefGoogle Scholar
  82. 82.
    Denmark SE, Collins WR (2007) Org Lett 9:3801CrossRefGoogle Scholar
  83. 83.
    Niedenzu K, Woodrun KR (1989) Inorg Chem 28:4022CrossRefGoogle Scholar
  84. 84.
    Campbell CD, Rees CW (1969) J Chem Soc C 752Google Scholar
  85. 85.
    Knight DW, Little PB (2000) J Chem Soc Perkin Trans 1 15:2343CrossRefGoogle Scholar
  86. 86.
    Tadross PM, Stoltz BM (2012) Chem Rev 112:3550CrossRefGoogle Scholar
  87. 87.
    Wenk HH, Winkler M, Sander W (2003) Angew Chem Int Ed 42:502CrossRefGoogle Scholar
  88. 88.
    Pellissier H, Santelli M (2003) Tetrahedron 59:701CrossRefGoogle Scholar
  89. 89.
    Sanji T, Mori T, Sakurai H (2006) J Organomet Chem 691:1169CrossRefGoogle Scholar
  90. 90.
    Mochida K, Kayamori T, Wakasa M, Hayashi H, Egorov MP (2000) Organometallics 19:3379CrossRefGoogle Scholar
  91. 91.
    Birkett MA, Knight DW, Little PB, Mitchell MB (2000) Tetrahedron 56:1013CrossRefGoogle Scholar
  92. 92.
    Harsanyi MC, Lay PA, Norris RK, Witting PK (1996) Aust J Chem 49:581Google Scholar
  93. 93.
    Whitney SE, Winters M, Rickborn B (1990) J Org Chem 55:929CrossRefGoogle Scholar
  94. 94.
    Rigby JH, Holsworth DD, James K (1989) J Org Chem 54:4019CrossRefGoogle Scholar
  95. 95.
    Del Mazza D, Reinecke MG (1988) J Org Chem 53:5799CrossRefGoogle Scholar
  96. 96.
    Rickborn B, Whitney SE (1988) J Org Chem 53:5595CrossRefGoogle Scholar
  97. 97.
    Cresp TM, Wege D (1986) Tetrahedron 42:6713CrossRefGoogle Scholar
  98. 98.
    Ando W, Tsumuraya T (1986) Tetrahedron Asymmetry 27:3251CrossRefGoogle Scholar
  99. 99.
    Anthony IJ, Wege D (1984) Aust J Chem 37:1283CrossRefGoogle Scholar
  100. 100.
    Houghton PG, Rees CW (1980) J Chem Res Synop 303Google Scholar
  101. 101.
    Fan J, Brown SM, Tu Z, Kharasch ED (2011) Bioconjug Chem 22:752CrossRefGoogle Scholar
  102. 102.
    Furusawa M, Hashimoto T, Noma Y, Asakawa Y (2006) Chem Pharm Bull 54:861CrossRefGoogle Scholar
  103. 103.
    Callot HJ, Cromer R, Louati A, Gross M (1986) J Chem Soc Chem Commun 767Google Scholar
  104. 104.
    Perona A, Sanz D, Claramunt RM, Elguero J (2006) Molecules 11:453CrossRefGoogle Scholar
  105. 105.
    El Kaim L, Meyer C (1996) J Org Chem 61:1556CrossRefGoogle Scholar
  106. 106.
    Mester B, Claramunt RM, Elguero J, Atienza J, Barrio AG, Escario JA (1991) Chem Pharm Bull 39:1990CrossRefGoogle Scholar
  107. 107.
    Johns AM, Liu Z, Hartwig JF (2007) Angew Chem Int Ed 46:7259CrossRefGoogle Scholar
  108. 108.
    Denton JR (2010) Synthesis 775Google Scholar
  109. 109.
    Katritzky AR, Moutou JL, Yang Z (1995) Synlett 99Google Scholar
  110. 110.
    Cid BM, Lopez-Cantarero J, Duce S, Garcia Ruano JL (2009) J Org Chem 74:431CrossRefGoogle Scholar
  111. 111.
    Katritzky AR, Hanci S, Meher NK (2009) Arkivoc 2009:115–124Google Scholar
  112. 112.
    Katritzky AR, Khelashvili L, Le KNB, Mohapatra PP, Steel PJ (2007) J Org Chem 72:5805CrossRefGoogle Scholar
  113. 113.
    Katritzky AR, Monteux DA, Tymoshenko DO (1999) Org Lett 1:577CrossRefGoogle Scholar
  114. 114.
    Katritzky AR, He HY, Suzuki K (2000) J Org Chem 65:8210CrossRefGoogle Scholar
  115. 115.
    Micó XA, Ziegler T, Subramanian LR (2004) Angew Chem Int Ed 43:1400CrossRefGoogle Scholar
  116. 116.
    Katritzky AR, El Khatib M, Bol’shakov O, Khelashvili L, Steel PJ (2010) J Org Chem 75:6532CrossRefGoogle Scholar
  117. 117.
    Sitnikov NS, Kokisheva AS, Fukin GK, Neudörfl JM, Sutorius H, Prokop A, Fokin VV, Schmalz HG, Fedorov AY (2014) Eur J Org Chem 2014:6481CrossRefGoogle Scholar
  118. 118.
    Roman BI, Monbaliu JCM, De Coen LM, Verhasselt S, Schuddinck B, Van Hoeylandt E, Stevens CV (2014) Eur J Org Chem 2014:2594CrossRefGoogle Scholar
  119. 119.
    Lebedyeva IO, Biswas S, Goncalves K, Sileno SM, Jackson AR, Patel K, Steel PJ, Katritzky AR (2014) Chem Eur J 20:11695CrossRefGoogle Scholar
  120. 120.
    Panda SS, Ibrahim MA, Küçükbay H, Meyers MJ, Sverdrup FM, El-Feky SA, Katritzky AR (2013) Chem Biol Drug Des 82:361CrossRefGoogle Scholar
  121. 121.
    Baglan M, Atılgan S (2013) Chem Commun 49:5325CrossRefGoogle Scholar
  122. 122.
    Frederich JH, Harran PG (2013) J Am Chem Soc 135:3788CrossRefGoogle Scholar
  123. 123.
    El Khatib M, Elagawany M, Çalışkan E, Davis EF, Faidallah HM, El-Feky SA, Katritzky AR (2013) Chem Commun 49:2631CrossRefGoogle Scholar
  124. 124.
    Bajaj K, Panda SS, Ibrahim MA, El-Feky SA, Katritzky AR (2013) J Pept Sci 19:110CrossRefGoogle Scholar
  125. 125.
    Panda SS, Bajaj K, Meyers MJ, Sverdrup FM, Katritzky AR (2012) Org Biomol Chem 10:8985CrossRefGoogle Scholar
  126. 126.
    El-Nachef C, Bajaj K, Koblick J, Katritzky AR (2012) Eur J Org Chem 4412–4419Google Scholar
  127. 127.
    Liu T, Nair SJ, Lescarbeau A, Belani J, Peluso S, Conley J, Tillotson B, O’Hearn P, Smith S, Slocum K, West K, Helble J, Douglas M, Bahadoor A, Ali J, McGovern K, Fritz C, Palombella VJ, Wylie A, Castro AC, Tremblay MR (2012) J Med Chem 55:8859CrossRefGoogle Scholar
  128. 128.
    Štěpnička P, Solařová H, Císařová I (2011) J Organomet Chem 696:3727CrossRefGoogle Scholar
  129. 129.
    Xia Z, Lv X, Wang W, Wang X (2011) Tetrahedron Lett 52:4906CrossRefGoogle Scholar
  130. 130.
    Sheikh MC, Takagi S, Sakai M, Mori T, Hayashi N, Fujie T, Ono S, Yoshimura T, Morita H (2011) Org Biomol Chem 9:1244CrossRefGoogle Scholar
  131. 131.
    De Wael F, Muccioli GG, Lambert DM, Sergent T, Schneider Y-J, Rees J-F, Marchand-Brynaert J (2010) Eur J Med Chem 45:3564CrossRefGoogle Scholar
  132. 132.
    Vitoriano BC, Carvalho LCR, Estevão MS, Sekera MH, Marques MMB (2010) Synlett 753Google Scholar
  133. 133.
    Katritzky AR, Khelashvili L, Kovacs J, Shanab K (2009) Chem Biol Drug Des 73:396CrossRefGoogle Scholar
  134. 134.
    Wang X, Li Z, Zhu X, Mao H, Zou X, Kong L, Li X (2008) Tetrahedron 64:6510CrossRefGoogle Scholar
  135. 135.
    Katritzky AR, Chen Q-Y, Tala SR (2008) Org Biomol Chem 6:2400CrossRefGoogle Scholar
  136. 136.
    Kondo T, Sugimoto I, Nekado T, Ochi K, Ohtani T, Tajima Y, Yamamoto S, Kawabata K, Nakai H, Toda M (2007) Bioorg Med Chem 15:2715CrossRefGoogle Scholar
  137. 137.
    Katritzky AR, Abdel-Fattah AAA, Akhmedova RG (2005) Arkivoc 2005:329CrossRefGoogle Scholar
  138. 138.
    Katritzky AR, Hoffman S, Suzuki K (2004) Arkivoc 2004:14CrossRefGoogle Scholar
  139. 139.
    Katritzky AR, Wang Z, Wang M, Wilkerson CR, Hall CD, Akhmedov NG (2004) J Org Chem 69:6617CrossRefGoogle Scholar
  140. 140.
    Katritzky AR, Shestopalov AA, Suzuki K (2004) Synthesis 1806Google Scholar
  141. 141.
    Katritzky AR, Zhang Y, Singh SK, Steel PJ (2003) Arkivoc 2003:47CrossRefGoogle Scholar
  142. 142.
    Katritzky AR, Abdel-Fattah AAA, Wang M (2003) J Org Chem 68:4932CrossRefGoogle Scholar
  143. 143.
    Katritzky AR, Suzuki K, Singh SK, He HY (2003) J Org Chem 68:5720CrossRefGoogle Scholar
  144. 144.
    Katritzky AR, Yang H, Zhang S, Wang M (2002) Arkivoc 2002:39CrossRefGoogle Scholar
  145. 145.
    Katritzky AR, Wang M, Zhang S, Akhmedov NG (2002) Arkivoc 2002:134CrossRefGoogle Scholar
  146. 146.
    Saravanan V, Muthu Ramalingam B, Mohanakrishnan AK (2014) Eur J Org Chem 2014:1266CrossRefGoogle Scholar
  147. 147.
    Micó XÀ, Vagin SI, Subramanian LR, Ziegler T, Hanack M (2005) Eur J Org Chem 4328Google Scholar
  148. 148.
    Katritzky AR, Zhang G, Wu J (1994) Synth Commun 24:205CrossRefGoogle Scholar
  149. 149.
    Wyatt P, Hudson A, Charmant J, Orpen AG, Phetmung H (2006) Org Biomol Chem 4:2218CrossRefGoogle Scholar
  150. 150.
    Ryan MD, Harpp DN (1997) Tetrahedron Lett 38:8829CrossRefGoogle Scholar
  151. 151.
    Ryan MD, Harpp DN (1992) Tetrahedron Lett 33:2129CrossRefGoogle Scholar
  152. 152.
    Hermes ME, Marsh FD (1967) J Am Chem Soc 89:4760CrossRefGoogle Scholar
  153. 153.
    Katritzky AR, Akue-Gedu R, Vakulenko AV (2007) Arkivoc 2007:512Google Scholar
  154. 154.
    Wang YF, Qiu J, Kong D, Gao Y, Lu F, Karmaker PG, Chen FX (2015) Org Biomol Chem 13:365CrossRefGoogle Scholar
  155. 155.
    Adams GL, Carroll PJ, Smith AB (2013) J Am Chem Soc 135:519CrossRefGoogle Scholar
  156. 156.
    Adams GL, Carroll PJ, Smith AB (2012) J Am Chem Soc 134:4037CrossRefGoogle Scholar
  157. 157.
    Suzuki Y, Shimawaki M, Miyazaki E, Osaka I, Takimiya K (2011) Chem Mater 23:795CrossRefGoogle Scholar
  158. 158.
    Hughes TV, Cava MP (1999) J Org Chem 64:313CrossRefGoogle Scholar
  159. 159.
    Cushman M, Mohanakrishnan AK, Hollingshead M, Hamel E (2002) J Med Chem 45:4748CrossRefGoogle Scholar
  160. 160.
    Canterbury DP, Herrick IR, Um J, Houk KN, Frontier AJ (2009) Tetrahedron 65:3165CrossRefGoogle Scholar
  161. 161.
    Drechsler U, Sandman DJ, Foxman BM (2001) J Chem Soc Perkin Trans 2 581Google Scholar
  162. 162.
    Katritzky AR, Kirichenko N, Rogovoy BV (2003) Arkivoc 2003:8Google Scholar
  163. 163.
    Katritzky AR, Kirichenko N, Rogovoy BV, Kister J, Tao H (2004) Synthesis 1799Google Scholar
  164. 164.
    Burckhalter JH, Stephens VC, Hall LAL (1952) J Am Chem Soc 74:3868CrossRefGoogle Scholar
  165. 165.
    Katritzky AR, Rachwal S, Rachwal B (1989) J Org Chem 54:6022CrossRefGoogle Scholar
  166. 166.
    Dumas AM, Bode JW (2012) Org Lett 14:2138CrossRefGoogle Scholar
  167. 167.
    Cho SD, Hwang J, Kim HK, Yim HS, Kim JJ, Lee SG, Yoon YJ (2007) J Heterocycl Chem 44:951CrossRefGoogle Scholar
  168. 168.
    Katritzky AR, Palenik GJ, Anders E, Tropsch JG, Vanden Eynde J-J, Zhang Z (1990) Chem Ber 123:1185CrossRefGoogle Scholar
  169. 169.
    Joshi AA, Viswanathan CL (2006) Bioorg Med Chem Lett 16:2613CrossRefGoogle Scholar
  170. 170.
    Quiclet-Sire B, Zard SZ (2014) Chem Commun 50:5990CrossRefGoogle Scholar
  171. 171.
    Verma AK, Jha RR, Chaudhary R, Tiwari RK, Danodia AK (2013) Adv Synth Catal 355:421Google Scholar
  172. 172.
    Potapov AS, Chernova NP, Ogorodnikov VD, Petrenko TV, Khlebnikov AI (2011) J Org Chem 7:1526Google Scholar
  173. 173.
    Cai M, Liang Y, Zhou F, Liu W (2011) J Mater Chem 21:13399CrossRefGoogle Scholar
  174. 174.
    Petit S, Duroc Y, Larue V, Giglione C, Léon C, Soulama C, Denis A, Dardel F, Meinnel T, Artaud I (2009) ChemMedChem 4:261CrossRefGoogle Scholar
  175. 175.
    Greco MN, Hawkins MJ, Powell ET, Almond HR, de Garavilla L, Hall J, Minor LK, Wang Y, Corcoran TW, Di Cera E, Cantwell AM, Savvides SN, Damiano BP, Maryanoff BE (2007) J Med Chem 50:1727CrossRefGoogle Scholar
  176. 176.
    Mobinikhaledi A, Foroughifar N, Goli R (2005) Phosphorus Sulfur Silicon Relat Elem 180:2549CrossRefGoogle Scholar
  177. 177.
    Rádl S, Obadalová I (2005) Arkivoc 2005:4CrossRefGoogle Scholar
  178. 178.
    Gao G-Y, Li DJ, Keung WM (2003) Bioorg Med Chem 11:4069CrossRefGoogle Scholar
  179. 179.
    Katritzky AR, Kirichenko K, Ji Y, Steel PJ, Karelson M (2003) Arkivoc 2003:49Google Scholar
  180. 180.
    Katritzky AR, Button MAC, Denisenko SN (2001) Heterocycles 54:301CrossRefGoogle Scholar
  181. 181.
    Katritzky AR, Qiu G, Long Q, He H, Steel PJ (2000) J Org Chem 65:9201CrossRefGoogle Scholar
  182. 182.
    Katritzky AR, Fang Y (2000) Heterocycles 53:1783CrossRefGoogle Scholar
  183. 183.
    Katritzky AR, Serdyuk L, Xie L (1998) J Chem Soc Perkin Trans 1 1059Google Scholar
  184. 184.
    Lu G, Zhan Z, Zhang Y (1998) Synth Commun 28:3657CrossRefGoogle Scholar
  185. 185.
    Zhou J, Bao W, Zhang Y, Wang J (1996) Synth Commun 26:3283CrossRefGoogle Scholar
  186. 186.
    Katritzky AR, Wu H, Xie L, Jiang J (1995) J Heterocycl Chem 32:595CrossRefGoogle Scholar
  187. 187.
    Katritzky AR, Ghiviriga I, Cundy DJ (1994) Heterocycles 38:1041CrossRefGoogle Scholar
  188. 188.
    Katritzky AR, Yang Z, Cundy DJ (1993) Synth Commun 23:3061CrossRefGoogle Scholar
  189. 189.
    Katritzky AR, Hughes CV, Rachwal S (1989) J Heterocycl Chem 26:1579CrossRefGoogle Scholar
  190. 190.
    Katritzky AR, Drewniak-Deyrup M, Lan X, Brunner F (1989) J Heterocycl Chem 26:829CrossRefGoogle Scholar
  191. 191.
    Katritzky AR, Rachwal S, Caster KC, Mahni F, Law KW, Rubio O (1987) J Chem Soc Perkin Trans 1 781Google Scholar
  192. 192.
    Katritzky AR, Gordeev MF, Greenhill JV, Steel PJ (1992) J Chem Soc Perkin Trans 1 1111Google Scholar
  193. 193.
    He W, Wang Q, Wang Q, Zhang B, Sun X, Zhang S (2009) Synlett 2009:1311CrossRefGoogle Scholar
  194. 194.
    Wei Y, He W, Liu Y, Liu P, Zhang S (2012) Org Lett 14:704CrossRefGoogle Scholar
  195. 195.
    Li M, Ji N, Lan T, He W, Liu R (2014) RSC Adv 4:20346CrossRefGoogle Scholar
  196. 196.
    Katritzky AR, Manju K, Steel PJ (2003) J Org Chem 68:407CrossRefGoogle Scholar
  197. 197.
    Katritzky AR, Ji Y, Fang Y, Prakash I (2001) J Org Chem 66:5613CrossRefGoogle Scholar
  198. 198.
    Pleynet DPM, Dutton JK, Johnson AP (1999) Tetrahedron 55:11903CrossRefGoogle Scholar
  199. 199.
    Katritzky AR, Yao J, Bao W, Qi M, Steel PJ (1999) J Org Chem 64:346CrossRefGoogle Scholar
  200. 200.
    Katritzky AR, Kirichenko K, Ji Y, Prakash I (2002) Chem Heterocycl Compd 38:156CrossRefGoogle Scholar
  201. 201.
    Katritzky AR, Lam JN (1990) Heteroat Chem 1:21CrossRefGoogle Scholar
  202. 202.
    Voronkov MG, Trofimova OM, Brodskaya EI, Bolgova YI, Larina LI, Klyba LV, Zelbst EA, Chernov NF (2003) Arkivoc 2003:125Google Scholar
  203. 203.
    Roman BI, De Ryck T, Dierickx L, Vanhoecke BWA, Katritzky AR, Bracke M, Stevens CV (2012) Bioorg Med Chem 20:4812CrossRefGoogle Scholar
  204. 204.
    Clark RC, Sang YL, Boger DL (2008) J Am Chem Soc 130:12355CrossRefGoogle Scholar
  205. 205.
    Sang YL, Clark RC, Boger DL (2007) J Am Chem Soc 129:9860CrossRefGoogle Scholar
  206. 206.
    Zrig S, Andrioletti B, Rose E, Colin J (2005) Tetrahedron Lett 46:1103CrossRefGoogle Scholar
  207. 207.
    Katritzky AR, Vvedensky V, Tymoshenko DO (2001) J Chem Soc Perkin Trans 1 2483Google Scholar
  208. 208.
    Katritzky AR, Zhang S, Hussein AHM, Fang Y, Steel PJ (2001) J Org Chem 66:5606CrossRefGoogle Scholar
  209. 209.
    Katritzky AR, Tymoshenko DO, Monteux D, Vvedensky V, Nikonov G, Cooper CB, Deshpande M (2000) J Org Chem 65:8059CrossRefGoogle Scholar
  210. 210.
    Katritzky AR, Zhang S, Fang Y (2000) Org Lett 2:3789CrossRefGoogle Scholar
  211. 211.
    Johnson AP, Dutton JK, Pleynet DPM (1994) Heterocycles 37:1913CrossRefGoogle Scholar
  212. 212.
    Jha RR, Singh J, Tiwari RK, Verma AK (2013) Arkivoc 2013:228Google Scholar
  213. 213.
    Tabernor J, Jones LF, Heath SL, Muryn C, Aromi G, Ribas J, Brechin EK, Collison D (2004) Dalton Trans 975Google Scholar
  214. 214.
    Thomas CM, Therrien B, Neels A, Stœckli-Evans H, Süss-Fink G (2002) J Organomet Chem 658:251CrossRefGoogle Scholar
  215. 215.
    Thomas CM, Neels A, Stœckli-Evans H, Süss-Fink G (2001) Eur J Inorg Chem 2001:3005CrossRefGoogle Scholar
  216. 216.
    Thomas CM, Neels A, Stœckli-Evans H, Süss-Fink G (2001) J Organomet Chem 633:85CrossRefGoogle Scholar
  217. 217.
    Davie CP, Danheiser RL (2005) Angew Chem Int Ed 44:5867CrossRefGoogle Scholar
  218. 218.
    Katritzky AR, Rachwal S, Rachwal B (1987) J Chem Soc Perkin Trans 1 791Google Scholar
  219. 219.
    Nicolaou KC, Shi L, Lu M, Pattanayak MR, Shah AA, Ioannidou HA, Lamani M (2014) Angew Chem Int Ed 53:10970CrossRefGoogle Scholar
  220. 220.
    Inoue A, Kanematsu M, Mori S, Yoshida M, Shishido K (2013) Synlett 24:61Google Scholar
  221. 221.
    Lowe JT, Lee MD, Akella LB, Davoine E, Donckele EJ, Durak L, Duvall JR, Gerard B, Holson EB, Joliton A, Kesavan S, Lemercier BC, Liu H, Marié JC, Mulrooney CA, Muncipinto G, Welzel-O’Shea M, Panko LM, Rowley A, Suh BC, Thomas M, Wagner FF, Wei J, Foley MA, Marcaurelle LA (2012) J Org Chem 77:7187CrossRefGoogle Scholar
  222. 222.
    Uno M, Koma Y, Ban HS, Nakamura H (2012) Bioorg Med Chem Lett 22:5169CrossRefGoogle Scholar
  223. 223.
    Fresneda MÁ, Alibés R, Font J, Bayón P, Figueredo M (2012) J Org Chem 77:5030CrossRefGoogle Scholar
  224. 224.
    Li Z, Liu Z, Cho DW, Zou J, Gong M, Breece RM, Galkin A, Li L, Zhao H, Maestas GD, Tierney DL, Herzberg O, Dunaway-Mariano D, Mariano PS (2011) J Inorg Biochem 105:509CrossRefGoogle Scholar
  225. 225.
    Weixler R, Hehn JP, Bach T (2011) J Org Chem 76:5924CrossRefGoogle Scholar
  226. 226.
    Petronijevic FR, Wipf P (2011) J Am Chem Soc 133:7704CrossRefGoogle Scholar
  227. 227.
    Hehn JP, Herdtweck E, Bach T (2011) Org Lett 13:1892CrossRefGoogle Scholar
  228. 228.
    Mahapatra T, Nanda S (2010) Tetrahedron Asymmetry 21:2199CrossRefGoogle Scholar
  229. 229.
    Yoshida M, Shoji Y, Shishido K (2010) Tetrahedron 66:5053CrossRefGoogle Scholar
  230. 230.
    Mahapatra T, Bhunya R, Nanda S (2009) Tetrahedron Lett 50:5392CrossRefGoogle Scholar
  231. 231.
    Degennaro L, Capriati V, Carlucci C, Florio S, Luisi R, Nuzzo I, Cuocci C (2009) Tetrahedron 65:8745CrossRefGoogle Scholar
  232. 232.
    Rehbein J, Leick S, Hiersemann M (2009) J Org Chem 74:1531CrossRefGoogle Scholar
  233. 233.
    Deguest G, Bischoff L, Fruit C, Marsais F (2007) Org Lett 9:1165CrossRefGoogle Scholar
  234. 234.
    De la Reberdière A, Lachaud F, Chuburu F, Cadiou C, Lemercier G (2012) Tetrahedron Lett 53:6115CrossRefGoogle Scholar
  235. 235.
    Altman RA, Nilsson BL, Overman LE, De Alaniz JR, Rohde JM, Taupin V (2010) J Org Chem 75:7519CrossRefGoogle Scholar
  236. 236.
    Katritzky AR, Singh S, Mohapatra PP, Clemens N, Kirichenko K (2005) Arkivoc 2005:63Google Scholar
  237. 237.
    Katritzky AR, Huang TB, Voronkov MV, Wang M, Kolb H (2000) J Org Chem 65:8819CrossRefGoogle Scholar
  238. 238.
    Pearson WH, Stevens EP (1998) J Org Chem 63:9812CrossRefGoogle Scholar
  239. 239.
    Katritzky AR, Ignatchenko AV, Lang H (1995) J Org Chem 60:4002CrossRefGoogle Scholar
  240. 240.
    Katritzky AR, Yao G, Lan X, Zhao X (1993) J Org Chem 58:2086CrossRefGoogle Scholar
  241. 241.
    Katritzky AR, Gordeev MF (1991) J Chem Soc Perkin Trans 1 2199Google Scholar
  242. 242.
    Katritzky AR, Latif M, Urogdi L (1990) J Chem Soc Perkin Trans 1 667Google Scholar
  243. 243.
    Katritzky AR, Rao MSC (1990) Synthesis 663Google Scholar
  244. 244.
    Katritzky AR, Rao MSC (1989) J Chem Soc Perkin Trans 1 2297Google Scholar
  245. 245.
    Aurrecoechea JM, Bustos F, López B, Saornil C, Suero R (2009) Arkivoc 2009:94CrossRefGoogle Scholar
  246. 246.
    Aurrecoechea JM, Suero R, De Torres E (2006) J Org Chem 71:8767CrossRefGoogle Scholar
  247. 247.
    Dong Y, Sun J, Wang X, Xu X, Cao L, Hu Y (2004) Tetrahedron Asymmetry 15:1667CrossRefGoogle Scholar
  248. 248.
    Lee C-H, Yang ID, Lee J-D, Nakamura H, Ko J, Kang SO (2004) Synlett 1799Google Scholar
  249. 249.
    Katritzky AR, Jain R, Akhmedova R, Xu YJ (2003) Arkivoc 2003:4Google Scholar
  250. 250.
    Bustos F, Gorgojo JM, Suero R, Aurrecoechea JM (2002) Tetrahedron 58:6837CrossRefGoogle Scholar
  251. 251.
    Abonia R, Albornoz A, Insuasty B, Quiroga J, Meier H, Hormaza A, Nogueras M, Sanchez A, Cobo J, Low JN (2001) Tetrahedron 57:4933CrossRefGoogle Scholar
  252. 252.
    Locher C, Peerzada N (2000) Arkivoc 2000:14CrossRefGoogle Scholar
  253. 253.
    Walz AJ, Sundberg RJ (2000) J Org Chem 65:8001CrossRefGoogle Scholar
  254. 254.
    Locher C, Peerzada N (1999) J Chem Soc Perkin Trans 1 179Google Scholar
  255. 255.
    Katritzky AR, Belyakov SA, Sorochinsky AE, Steel PJ, Schall OF, Gokel GW (1996) J Org Chem 61:7585CrossRefGoogle Scholar
  256. 256.
    Katritzky AR, Denisko OV, Belyakov SA, Schall OF, Gokel GW (1996) J Org Chem 61:7578CrossRefGoogle Scholar
  257. 257.
    Katritzky AR, Allin SM (1995) Synth Commun 25:2751CrossRefGoogle Scholar
  258. 258.
    Sechi M, Rizzi G, Bacchi A, Carcelli M, Rogolino D, Pala N, Sanchez TW, Taheri L, Dayam R, Neamati N (2009) Bioorg Med Chem 17:2925CrossRefGoogle Scholar
  259. 259.
    Katritzky AR, Serdyuk L, Xie L, Ghiviriga I (1997) J Org Chem 62:6215CrossRefGoogle Scholar
  260. 260.
    Katritzky AR, Toader D, Xie L (1996) J Org Chem 61:7571CrossRefGoogle Scholar
  261. 261.
    Katritzky AR, El-Zemity S, Lang H (1995) J Chem Soc Perkin Trans 1 3129Google Scholar
  262. 262.
    Katritzky AR, Xie L, Cundy D (1995) Synth Commun 25:539CrossRefGoogle Scholar
  263. 263.
    Katritzky AR, Lan X, Lam JN (1991) Chem Ber 124:1819CrossRefGoogle Scholar
  264. 264.
    Katritzky AR, Lan X, Lam JN (1991) Chem Ber 124:1809CrossRefGoogle Scholar
  265. 265.
    Katritzky AR, Lan X, Lam JN (1990) Synthesis 341Google Scholar
  266. 266.
    Katritzky AR, Drewniak M (1988) J Am Chem Soc 2339Google Scholar
  267. 267.
    Katritzky AR, He H-Y, Jiang R, Long Q (2001) Tetrahedron Asymmetry 12:2427CrossRefGoogle Scholar
  268. 268.
    Katritzky AR, Abonia R, Yang B, Qi M, Insuasty B (1998) Synthesis 1487Google Scholar
  269. 269.
    Juliusz P, Lucyna M (1994) Heterocycles 37:311CrossRefGoogle Scholar
  270. 270.
    Quan ZJ, Ren RG, Jia XD, Da YX, Zhang Z, Wang XC (2011) Tetrahedron 67:2462CrossRefGoogle Scholar
  271. 271.
    Katritzky AR, Zhao X, Shcherbakova IV (1991) J Chem Soc Perkin Trans 1 3295Google Scholar
  272. 272.
    Katritzky AR, Huang Z, Fang Y, Prakash I (1999) J Org Chem 64:2124CrossRefGoogle Scholar
  273. 273.
    Katritzky AR, Zhang Z, Lang H, Xie L (1998) Heterocycles 47:187CrossRefGoogle Scholar
  274. 274.
    Katritzky AR, Wang J, Karodia N, Li J (1997) J Org Chem 62:4142CrossRefGoogle Scholar
  275. 275.
    Katritzky AR, Wang Z, Lang H, Feng D (1997) J Org Chem 62:4125CrossRefGoogle Scholar
  276. 276.
    Katritzky AR, Xie L, Serdyuk L (1996) J Org Chem 61:7564CrossRefGoogle Scholar
  277. 277.
    Katritzky AR, Wang Z, Lang H (1996) Organometallics 15:486CrossRefGoogle Scholar
  278. 278.
    Katritzky AR, Yang Z, Moutou JL (1995) Tetrahedron Lett 36:841CrossRefGoogle Scholar
  279. 279.
    Degl’Innocenti A, Capperucci A, Oniciu DC, Katritzky AR (2000) J Org Chem 65:9206CrossRefGoogle Scholar
  280. 280.
    Hammaecher C, Bouillon JP, Portella C (2009) Tetrahedron 65:5527CrossRefGoogle Scholar
  281. 281.
    Noda H, Erős G, Bode JW (2014) J Am Chem Soc 136:5611CrossRefGoogle Scholar
  282. 282.
    Katritzky AR, Qi M, Feng D, Nichols DA (1997) J Org Chem 62:4121CrossRefGoogle Scholar
  283. 283.
    Bachman GB, Heisey LV (1946) J Am Chem Soc 68:2494CrossRefGoogle Scholar
  284. 284.
    Toulot S, Bonnin Q, Comte V, Adriaenssens L, Richard P, Le Gendre P (2013) Eur J Org Chem 2013:736CrossRefGoogle Scholar
  285. 285.
    Katritzky AR, Rachwal B, Rachwal S (1995) J Org Chem 60:7631CrossRefGoogle Scholar
  286. 286.
    Katritzky AR, Fan WQ, Long QH (1993) Synthesis 229Google Scholar
  287. 287.
    Katritzky AR, Yannakopoulou K, Lue P, Rasala D, Urogdi L (1989) J Chem Soc Perkin Trans 1 225Google Scholar
  288. 288.
    Katritzky AR, Rachwal B, Rachwal S (1995) J Org Chem 60:3993CrossRefGoogle Scholar
  289. 289.
    Katritzky AR, Yannakopoulou K, Kuzmierkiewicz W, Aurrecoechea JM, Palenik GJ, Koziol AE, Szczesniak M (1987) J Chem Soc Perkin Trans 1 2673Google Scholar
  290. 290.
    Xu S, Zakharov LN, Liu S-Y (2011) J Am Chem Soc 133:20152CrossRefGoogle Scholar
  291. 291.
    Piller FM, Bresser T, Fischer MKR, Knochel P (2010) J Org Chem 75:4365CrossRefGoogle Scholar
  292. 292.
    Katritzky AR, Abdel-Fattah AAA, Steel PJ (2006) Tetrahedron Lett 47:1465CrossRefGoogle Scholar
  293. 293.
    Kopp F, Sklute G, Polborn K, Marek I, Knochel P (2005) Org Lett 7:3789CrossRefGoogle Scholar
  294. 294.
    Katritzky AR, Nair SK, Qiu G (2002) Synthesis 199Google Scholar
  295. 295.
    Churlaud C, Pornet J, Oniciu DC, Katritzky AR (1999) Organometallics 18:4270CrossRefGoogle Scholar
  296. 296.
    Ahn JH, Joung MJ, Yoon NM, Oniciu DC, Katritzky AR (1999) J Org Chem 64:488CrossRefGoogle Scholar
  297. 297.
    Love BE, Nguyen BT (1998) Synlett 1123Google Scholar
  298. 298.
    Katritzky AR, Nichols DA, Qi M (1998) Tetrahedron Lett 39:7063CrossRefGoogle Scholar
  299. 299.
    Katritzky AR, Strah S, Belyakov SA (1998) Tetrahedron 54:7167CrossRefGoogle Scholar
  300. 300.
    Katritzky AR, Nichols DA, Qi M, Yang B (1997) J Heterocycl Chem 34:1259CrossRefGoogle Scholar
  301. 301.
    Bao W, Zhang Y (1997) Synth Commun 27:615CrossRefGoogle Scholar
  302. 302.
    Katritzky AR, Rachwal S, Rachwal B (1994) J Org Chem 59:5206CrossRefGoogle Scholar
  303. 303.
    Katritzky AR, Belyakov SA, Dupont Durst H, Xu R, Dalal NS (1994) Can J Chem 72:1849CrossRefGoogle Scholar
  304. 304.
    Bulman Page PC, Allin SM, Collington EW, Carr RAE (1993) J Org Chem 58:6902CrossRefGoogle Scholar
  305. 305.
    Katritzky AR, Rachwal B, Rachwal S (1993) J Org Chem 58:812CrossRefGoogle Scholar
  306. 306.
    Katritzky AR, Rachwal S, Rachwal B, Steel PJ (1992) J Org Chem 57:4932CrossRefGoogle Scholar
  307. 307.
    Katritzky AR, Gallos JK, Yannakopoulou K (1989) Synthesis 31Google Scholar
  308. 308.
    Katritzky AR, Gordeev MF (1993) J Org Chem 58:4049CrossRefGoogle Scholar
  309. 309.
    Katritzky AR, Abdel-Fattah AAA, Celik I (2007) Arkivoc 2007:96Google Scholar
  310. 310.
    Katritzky AR, Belyakov SA, Sorochinsky AE, Henderson SA, Chen J (1997) J Org Chem 62:6210CrossRefGoogle Scholar
  311. 311.
    Al-Soud YA, Al-Masoudi NA, Ferwanah AERS (2003) Bioorg Med Chem 11:1701CrossRefGoogle Scholar
  312. 312.
    Sanna P, Carta A, Nikookar MER (2000) Eur J Med Chem 35:535CrossRefGoogle Scholar
  313. 313.
    Yu T, Zhao M, Li A, Zhao Y, Zhang H, Fan D (2013) Res Chem Intermed 39:2259CrossRefGoogle Scholar
  314. 314.
    Das J, Rao CVL, Sastry TVRS, Roshaiah M, Sankar PG, Khadeer A, Kumar MS, Mallik A, Selvakumar N, Iqbal J, Trehan S (2005) Bioorg Med Chem Lett 15:337CrossRefGoogle Scholar
  315. 315.
    Carta A, Sanna P, Palomba M, Vargiu L, La Colla M, Loddo R (2002) Eur J Med Chem 37:891CrossRefGoogle Scholar
  316. 316.
    Carta A, Sanna P, Bacchi A (2002) Heterocycles 57:1079CrossRefGoogle Scholar
  317. 317.
    Dutton JK, Pleynet DPM, Johnson AP (1999) Tetrahedron 55:11927CrossRefGoogle Scholar
  318. 318.
    Paluchowska MH, Bojarski AJ, Bugno R, Charakchieva-Minol S, Wesołowska A (2003) Arch Pharm 336:104CrossRefGoogle Scholar
  319. 319.
    Henke BR, Drewry DH, Jones SA, Stewart EL, Weaver SL, Wiethe RW (2001) Bioorg Med Chem Lett 11:1939CrossRefGoogle Scholar
  320. 320.
    Katritzky AR, Serdyuk L, Chassaing C, Toader D, Wang X, Forood B, Flatt B, Sun C, Vo K (2000) J Comb Chem 2:182CrossRefGoogle Scholar
  321. 321.
    Al-Omran F, Abd El-Hay OY, El-Khair AA (2000) J Heterocycl Chem 37:1617CrossRefGoogle Scholar
  322. 322.
    Zhang Z, Yin Z, Kadow JF, Meanwell NA, Wang T (2004) Synlett 2323Google Scholar
  323. 323.
    Ali OM, Amr AE-GE, Mostafa EE (2014) Res Chem Intermed 40:1545CrossRefGoogle Scholar
  324. 324.
    Katritzky AR, Aslan D, Shcherbakova IV, Chen J, Belyakov S (1996) J Heterocycl Chem 33:1107CrossRefGoogle Scholar
  325. 325.
    Al-Jalal NA, Ibrahim MR, Al-Awadi NA, Elnagdi MH, Ibrahim YA (2014) Molecules 19:20695CrossRefGoogle Scholar
  326. 326.
    Katritzky AR, Li J, Malhotra N (1992) Liebigs Ann Chem 843Google Scholar
  327. 327.
    Katritzky AR, Zhang GF, Fan WQ, Wu F, Pernak J (1993) J Phys Org Chem 6:567CrossRefGoogle Scholar
  328. 328.
    Katritzky AR, Oniciu DC, Ghiviriga I (1997) Synth Commun 27:1613CrossRefGoogle Scholar
  329. 329.
    Yan W, Liao T, Tuguldur O, Zhong C, Petersen JL, Shi X (2011) Chem Asian J 6:2720CrossRefGoogle Scholar
  330. 330.
    Basu B, Paul S, Nanda AK (2009) Green Chem 11:1115CrossRefGoogle Scholar
  331. 331.
    Katritzky AR, Yao J, Denisko OV (2000) J Org Chem 65:8063CrossRefGoogle Scholar
  332. 332.
    Katritzky AR, Yao J, Yang B (1999) J Org Chem 64:6066CrossRefGoogle Scholar
  333. 333.
    Katritzky AR, Yao J, Qi M (1998) J Org Chem 63:5232CrossRefGoogle Scholar
  334. 334.
    Katritzky AR, Cheng D, Henderson SA, Li J (1998) J Org Chem 63:6704CrossRefGoogle Scholar
  335. 335.
    Katritzky AR, Ferwanah AERS, Denisenko SN (1999) Heterocycles 50:767CrossRefGoogle Scholar
  336. 336.
    Katritzky AR, Wang X, Denisenko A (2001) J Org Chem 66:2850CrossRefGoogle Scholar
  337. 337.
    Katritzky AR, Button MAC, Denisenko SN (2000) J Heterocycl Chem 37:1505CrossRefGoogle Scholar
  338. 338.
    Katritzky AR, Pleynet DPM, Yang B (1997) J Org Chem 62:4155CrossRefGoogle Scholar
  339. 339.
    Orth RE, Soedigdo S (1965) J Heterocycl Chem 2:486CrossRefGoogle Scholar
  340. 340.
    Katritzky AR, Tao H, Kirichenko K (2007) Arkivoc 2007:142Google Scholar
  341. 341.
    Nieuwenhuijzen JW, Conti PGM, Ottenheijm HCJ, Linders JTM (1998) Tetrahedron Lett 39:7811CrossRefGoogle Scholar
  342. 342.
    Korhonen J, Kuusisto A, van Bruchem J, Patel JZ, Laitinen T, Navia-Paldanius D, Laitinen JT, Savinainen JR, Parkkari T, Nevalainen TJ (2014) Bioorg Med Chem 22:6694CrossRefGoogle Scholar
  343. 343.
    Harpp DN, MacDonald JG, Larsen C (1985) Can J Chem 63:951CrossRefGoogle Scholar
  344. 344.
    Tiwari VK, Kale RR, Mishra BB, Singh A (2008) Arkivoc 2008:27CrossRefGoogle Scholar
  345. 345.
    Tiwari VK, Singh DD, Hussain HA, Mishra BB, Singh A (2008) Monatsh Chem 139:43CrossRefGoogle Scholar
  346. 346.
    Tiwari VK, Singh A, Hussain HA, Mishra BB, Tripathi V (2007) Monatsh Chem 138:653CrossRefGoogle Scholar
  347. 347.
    Katritzky AR, Khashab NM, Haase DN, Yoshioka M, Ghiviriga I, Steel PJ (2007) J Org Chem 72:6742CrossRefGoogle Scholar
  348. 348.
    Katritzky AR, Khashab NM, Bobrov S, Yoshioka M (2006) J Org Chem 71:6753CrossRefGoogle Scholar
  349. 349.
    Kumar D, Singh AS, Tiwari VK (2015) RSC Adv 5:31584CrossRefGoogle Scholar
  350. 350.
    Kumar D, Mishra A, Mishra BB, Bhattacharya S, Tiwari VK (2013) J Org Chem 78:899CrossRefGoogle Scholar
  351. 351.
    Katritzky AR, Meher G, Narindoshvili T (2009) Collect Czechoslov Chem Commun 74:1061CrossRefGoogle Scholar
  352. 352.
    Thambidurai S, Jeyasubramanian K, Ramalingam SK (1996) Polyhedron 15:4011CrossRefGoogle Scholar
  353. 353.
    Katritzky AR, Rogovoy BV, Chassaing C, Vvedensky V (2000) J Org Chem 65:8080CrossRefGoogle Scholar
  354. 354.
    Schell P, Richards MP, Hanson K, Berk SC, Makara GM (2005) J Comb Chem 7:96CrossRefGoogle Scholar
  355. 355.
    Katritzky AR, Rogovoy BV, Vvedensky V, Kovalenko K, Forood B (2002) J Comb Chem 4:290CrossRefGoogle Scholar
  356. 356.
    Katritzky AR, Vvedensky V, Cai X, Rogovoy BV, Steel PJ (2002) Arkivoc 2002:82Google Scholar
  357. 357.
    Katritzky AR, Rogovoy BV, Cai X, Kirichenko N, Kovalenko KV (2004) J Org Chem 69:309CrossRefGoogle Scholar
  358. 358.
    Katritzky AR, Rogovoy BV, Vvedensky V, Kovalenko K, Steel PJ, Markov VI, Forood B (2001) Synthesis 897Google Scholar
  359. 359.
    Katritzky AR, Huang L, Chahar M, Sakhuja R, Hall CD (2012) Chem Rev 112:1633CrossRefGoogle Scholar
  360. 360.
    Schade D, Kotthaus J, Klein N, Kotthaus J, Clement B (2011) Org Biomol Chem 9:5249CrossRefGoogle Scholar
  361. 361.
    Katritzky AR, Arend M (1998) J Org Chem 63:9989CrossRefGoogle Scholar
  362. 362.
    Katritzky AR, Denisenko A, Arend M (1999) J Org Chem 64:6076CrossRefGoogle Scholar
  363. 363.
    Katritzky AR, Denisenko A, Denisenko SN (2000) J Heterocycl Chem 37:1309CrossRefGoogle Scholar
  364. 364.
    Katritzky AR, Huang TB, Voronkov MV (2000) J Org Chem 65:2246CrossRefGoogle Scholar

Copyright information

© Springer International Publishing Switzerland 2015

Authors and Affiliations

  • Romaric Gérardy
    • 1
  • Jean-Christophe M. Monbaliu
    • 1
    Email author
  1. 1.Center for Integrated Technology and Organic Synthesis, Department of ChemistryUniversity of LiègeLiègeBelgium

Personalised recommendations