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Amidrazones in the synthesis of heterocycles (review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Data on the synthesis, on the basis of amidrazones, of mono-, di-, tri-, and tetrazoles, diazoles containing boron, oxygen, silicon, phosphorus, and sulfur atoms in the ring, mono-, di-, tri-, and tetrazines, triazepines, and benzotriazepines, as well as a number of condensed heterocyclic derivatives, are systematized.

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Literature Cited

  1. D. G. Neilson, R. Roger, J. W. H. Heatlie, and L. R. Newlands, Chem. Rev., No. 1, 151 (1970).

    Google Scholar 

  2. A. L. Rusanov, Usp. Khim., 43, 1669 (1974).

    Google Scholar 

  3. D. C. Remy, US Patent No. 3061590; Chem. Abstr., 58, 8057 (1963).

    Google Scholar 

  4. H. -J. Hoffmann and M. Scholz, J. Prakt. Chem., 313, 349 (1971).

    Google Scholar 

  5. J. Jaeken and R. L. Jansseune, US Patent No. 3245788; Chem. Abstr., 65, 844 (1966).

    Google Scholar 

  6. A. D. Toleva, N. V. Gérbéléu, G. P. Syrtsova, A. N. Shishkov, and S. F. Manole, Zh. Neorg. Khim., 26, 1288 (1981).

    Google Scholar 

  7. N. M. Samus', A. D. Toleva, A. N. Shishkov, and V. I. Tsapkov, Koordinats. Khim., 10, 1336 (1984).

    Google Scholar 

  8. N. M. Samus', A. D. Toleva, A. N. Shishkov, é. N. Shlyakhov, T. A. Burdenko, T. S. Chaika, and V. I. Tsapkov, Khim.-farm. Zh., No. 11, 1352 (1985).

    Google Scholar 

  9. Z. V. Bezuglaya, B. E. Zaitsev, Kh. M. Severo, V. I. Ivrieva, G. B. Avramenko, and B. I. Stepanov, Koord. Khim., 13, 191 (1987).

    Google Scholar 

  10. D. C. Libman and R. Slask, J. Chem. Soc., No. 10, 2253 (1956).

    Google Scholar 

  11. P. A. Bonnett, C. Sablayrolles, J. -P. Chapat, B. Soulie, M. C. Debouchberg, G. Dussart, and M. Attisso, Eur. J. Med. Chem. Chim. Ther., 18, 413 (1983).

    Google Scholar 

  12. M. M. Grazia, L. Vio, E. Banfi, and M. Cinco, Eur. J. Med. Chem., 21, 467 (1986).

    Google Scholar 

  13. G. B. Bennett, R. G. Babington, M. A. Deacon, P. L. Eden, S. P. Kevestan, G. H. Leslie, E. A. Ryan, R. B. Mason, and H. E. Minor, J. Med. Chem., 24, 490 (1981).

    Google Scholar 

  14. M. J. Hearn and F. Levy, Org. Prep. Proc., 16, 199 (1984).

    Google Scholar 

  15. P. Jakobsen and S. Treppendahl, Acta Chem. Scand., 834, 233 (1980).

    Google Scholar 

  16. L. T. Morin and K. Matsuda, US Patent No. 3038928; Chem. Abstr., 57, 12329 (1962).

    Google Scholar 

  17. L. T. Morin and K. Matsuda, US Patent No. 3033893; Chem. Abstr., 57, 14948 (1962).

    Google Scholar 

  18. E. A. A. Hafez, N. M. Abed, M. Rifaat, H. Elmoghayer, and A. C. A. El-Agamey, Heterocycles, 22, 1821 (1984).

    Google Scholar 

  19. Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka, Moscow (1974).

    Google Scholar 

  20. R. Jacquier, Lect. Heterocycl. Chem., 1, 93 (1972).

    Google Scholar 

  21. V. Shrot, Khim. Geterotsikl. Soedin., No. 11, 1443 (1985).

    Google Scholar 

  22. E. J. Corey, Pure Appl. Chem., 14, 19 (1967).

    Google Scholar 

  23. A. R. Katritzky and A. T. Tomas, Heterocycles, 18, 21 (1982).

    Google Scholar 

  24. A. R. Katritzky, P. -L. Nie, A. Dondoni, and D. Tassi, Synth. Commun., 7, 387 (1977).

    Google Scholar 

  25. A. R. Katritzky, P. -L. Nie, A. Dondoni, and D. Tassi, J. Chem. Soc., Perkin 1, No. 8, 1961 (1979).

    Google Scholar 

  26. P. Molina, A. Tarraga, P. -M. Lorenzo, E. Hurtago, and M. J. Villaplana, Tetrahedron Lett., 23, 2985 (1982).

    Google Scholar 

  27. P. Molina, A. Arques, I. Cartagena, and M. V. Valcarcel, Heterocycles, 23, 2357 (1985).

    Google Scholar 

  28. V. A. Khrustalev, K. N. Zelenin, and O. V. Solod, Khim. Geterotsikl. Soedin., No. 6, 850 (1985).

    Google Scholar 

  29. V. A. Khrustalev, O. V. Solod, and K. N. Zelenin, Zh. Org. Khim., 22, 500 (1986).

    Google Scholar 

  30. K. N. Zelenin, O. V. Solod, and A. B. Tomchin, Zh. Obshch. Khim., 57, 584 (1987).

    Google Scholar 

  31. H. Neunhoeffer and F. Weischedel, Annalen, 761, 34 (1972).

    Google Scholar 

  32. M. Takahashi, N. Sugawara, and K. Yoshimura, Bull. Chem. Soc. Jpn. 50, 957 (1977).

    Google Scholar 

  33. A. Dornow and K. Fisher, Chem. Ber., 99, 72 (1966).

    Google Scholar 

  34. S. Kubota, Y. Koida, T. Kosaka, and O. Kirino, Chem. Pharm. Bull., 18, 1696 (1970).

    Google Scholar 

  35. M. Takahashi and N. Sugawara, Nippon Kagaku Zasshi, No. 2, 334 (1975).

    Google Scholar 

  36. K. M. Doyle and F. Kurzer, Tetrahedron, 32, 2343 (1976).

    Google Scholar 

  37. K. M. Doyle and F. Kurzer, Tetrahedron, 32, 2347 (1976).

    Google Scholar 

  38. T. Bany, B. Modzelewska-Banachiewicz, and A. Maliszewska, Ann. UMCS, AA 29/30, 163 (1974/1975).

    Google Scholar 

  39. T. Bany, Roczn. Chem., 42, 247 (1968).

    Google Scholar 

  40. T. Bany, B. Modzelewska-Banachiewicz, and A. Maliszewska, Ann. UMCS, AA 29/30, 153 (1974/1975).

    Google Scholar 

  41. T. Bany, B. Modzelewska-Banachiewicz, and A. Maliszewska, Ann. UMCS, AA 29/30, 147 (1974).

    Google Scholar 

  42. T. Bany, B. Modzelewska, and A. Maliszewska, Ann. UMCS, AA 37, 131 (1982/1983).

    Google Scholar 

  43. T. Bany, B. Modzelewska, and A. Maliszewska, Ann. UMCS, AA 37, 171 (1982/1983).

    Google Scholar 

  44. G. Barnikow and W. Abraham, Z. Chem., 9, 183 (1969).

    Google Scholar 

  45. T. Bany and K. Galewicz, Ann. UMCS, AA 37, 87 (1982/1983).

    Google Scholar 

  46. T. Bany and M. Dobosz, Ann. UMCS, AA 26/27, 23 (1971/1972).

    Google Scholar 

  47. T. Bany and M. Dobosz, Roczn. Chem., 46, 1123 (1972).

    Google Scholar 

  48. T. Bany and K. Galewicz, Ann. UMCS, AA 37, 95 (1982/1983).

    Google Scholar 

  49. T. Otto and K. Galewicz, Ann. UMCS, AA 37, 139 (1982/1983).

    Google Scholar 

  50. T. Bany and K. Galewicz, Ann. UMCS, AA 37, 79 (1982/1983).

    Google Scholar 

  51. T. Bany and M. Santus, Ann. UMCS, A 31/32, 247 (1976/1977).

    Google Scholar 

  52. K. M. Doyle and F. Kurzer, Tetrahedron, 32, 1031 (1976).

    Google Scholar 

  53. M. Saga and T. Shono, J. Polymer Sci., B4, 869 (1966).

    Google Scholar 

  54. P. M. Hergenrother, J. Heterocycl. Chem., 6, 965 (1969).

    Google Scholar 

  55. T. Bany and M. Dobosz, Ann., UMCS, AA 26/27, 17 (1971/1972).

    Google Scholar 

  56. C. Grundmann and R. Ratz, J. Org. Chem., 21, 1037 (1956).

    Google Scholar 

  57. C. Grundmann, Angew. Chem., Int. Ed., 2, 309 (1963).

    Google Scholar 

  58. M. Dobosz, Ann. UMCS, AA 34, 157 (1979).

    Google Scholar 

  59. H. Neunhoeffer, F. Weischedel, and V. Bohnisch, Annalen, 750, 12 (1971).

    Google Scholar 

  60. R. F. Smith, K. J. Coffmann, and S. M. Geer, J. Heterocycl. Chem., 20, 69 (1983).

    Google Scholar 

  61. R. F. Smith and T. P. Feltz, J. Heterocycl. Chem., 18, 201 (1981).

    Google Scholar 

  62. A. Pinner, Berichte, 26, 2126 (1893).

    Google Scholar 

  63. W. Oberhummer, Monatsh. Chem., 57, 106 (1931).

    Google Scholar 

  64. A. Spassov and E. Golovinsky, Dokl. Belorussk. Akad. Nauk, 14, 163 (1961).

    Google Scholar 

  65. H. Neunhoeffer, H. J. Degen, and J. J. Kohler, Allalen, No. 6, 1120 (1975).

    Google Scholar 

  66. R. F. Smith, A. S. Craig, L. A. Buckley, and R. R. Soelch, Tetrahedron Lett., No. 43, 4193 (1979).

    Google Scholar 

  67. R. F. Smith, R. R. Soelch, T. P. Feltz, M. J. Martinelly, and S. M. Geer, J. Heterocycl. Chem., 18, 319 (1981).

    Google Scholar 

  68. R. Huisgen, R. Grashey, M. Seidel, H. Knupfer, and R. Schmidt, Annalen, 658, 169 (1962).

    Google Scholar 

  69. K. T. Potts, Chem. Rev., 61, 87 (1961).

    Google Scholar 

  70. J. A. Bladin, Berichte, 22, 796 (1889).

    Google Scholar 

  71. J. A. Bladin, Berichte, 25, 174 (1892).

    Google Scholar 

  72. J. A. Bladin, Berichte, 25, 183 (1892).

    Google Scholar 

  73. J. A. Bladin, Berichte, 25, 189 (1892).

    Google Scholar 

  74. A. Pinner, Berichte, 27, 984 (1894).

    Google Scholar 

  75. M. R. Atkinson and J. B. Polya, J. Chem. Soc., No. 10, 3319 (1954).

    Google Scholar 

  76. M. Regitz and B. Eistert, Chem. Ber., 96, 3121 (1963).

    Google Scholar 

  77. V. V. Korshak, E. S. Krongauz, and A. L. Rusanov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2663 (1968).

    Google Scholar 

  78. L. Bruche, L. Garanti, and G. Zecchi, Synthesis, No. 9, 772 (1986).

    Google Scholar 

  79. A. Pinner, Annalen, 297, 221 (1897).

    Google Scholar 

  80. T. Kaufmann, S. Spaude, and D. Wolf, Chem. Ber., 97, 3436 (1964).

    Google Scholar 

  81. M. J. Cooper, R. Hull, and M. Wardeworth, J. Chem. Soc., Perkin 1, No. 15, 1433 (1975).

    Google Scholar 

  82. V. V. Korshak and A. L. Rusanov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2661 (1968).

    Google Scholar 

  83. A. Spassov, E. Golovinski (Golovinsky), and G. Demirov, Chem. Ber., 99, 3734 (1966).

    Google Scholar 

  84. H. Neunhoeffer and H. Hamann, Annalen, No. 2, 283 (1984).

    Google Scholar 

  85. A. Spassov and G. Demirov, Chem. Ber., 102, 2530 (1969).

    Google Scholar 

  86. A. Spassov and G. Demirov, Chem. Ber., 101, 4238 (1968).

    Google Scholar 

  87. W. Ried and P. Schomann, Annalen, 714, 122 (1968).

    Google Scholar 

  88. R. Engelhardt, J. Prakt. Chem., 54, 143 (1896).

    Google Scholar 

  89. M. R. Atkinson and J. B. Polya, J. Am. Chem. Soc., 75, 1471 (1953).

    Google Scholar 

  90. H. Paul, G. Hilgetag, and G. Jahnsen, Chem. Ber., 101, 2033 (1968).

    Google Scholar 

  91. H. Möller, Annalen, 749, 1 (1971).

    Google Scholar 

  92. J. Hirao, Y. Kato, T. Hayakawa, and H. Tateishi, Bull. Chem. Soc. Jpn., 44, 780 (1971).

    Google Scholar 

  93. H. Stetter, R. Engl, and H. Rauhut, Chem. Ber., 92, 1184 (1959).

    Google Scholar 

  94. R. Kraft, H. Paul, and G. Hilgetag, Chem. Ber., 101, 2028 (1968).

    Google Scholar 

  95. H. G. O. Becker, G. Gormar, and H. -J. Timpe, J. Prakt. Chem., 312, 610 (1970).

    Google Scholar 

  96. I. Ya. Postovskii and N. N. Vereshchagina, Zh. Ibshch. Khim., 29, 2139 (1959).

    Google Scholar 

  97. E. J. Browne and G. B. Polya, J. Chem. Soc., C, No. 12, 5149 (1962).

    Google Scholar 

  98. E. J. Browne and G. B. Polya, J. Chem. Soc., C, No. 5, 824 (1968).

    Google Scholar 

  99. D. R. Liljegren and K. T. Potts, J. Chem. Soc., C, No. 2, 518 (1961).

    Google Scholar 

  100. F. H. Case, J. Heterocycl. Chem., 7., 1001 (1970).

    Google Scholar 

  101. F. H. Case, J. Heterocycl. Chem., 10, 353 (1973).

    Google Scholar 

  102. F. H. Case, J. Heterocycl. Chem., 8, 173 (1971).

    Google Scholar 

  103. F. H. Case, J. Heterocycl. Chem., 8, 1043 (1971).

    Google Scholar 

  104. P. M. Hergenrother and L. A. Carlson, J. Polymer Sci., 8, 1003 (1970).

    Google Scholar 

  105. L. Bruche, L. Garanti, and G. Zecchi, Synthesis, No. 3, 304 (1985).

    Google Scholar 

  106. B. -G. Baccar and F. Mathis, Compt. Rend., No. 258, 6470 (1964).

    Google Scholar 

  107. A. Spassov and E. Golovinski, Zh. Obshch. Khim., 32, 3394 (1962).

    Google Scholar 

  108. A. Spassov, E. Golovinski (Golovinsky), and G. Russev, Chem. Ber., 96, 2996 (1963).

    Google Scholar 

  109. K. N. Zelenin, V. A. Khrustalev, and V. P. Sergutina, Zh. Org. Khim., 16, 942 (1980).

    Google Scholar 

  110. V. V. Pinson, V. A. Khrustalev, K. N. Zelenin, and Z. M. Matveeva, Khim. Geterotsikl. Soedin., No. 10, 1415 (1984).

    Google Scholar 

  111. A. Spassov, E. Golovinski (Golovinsky), and G. Russev, Chem. Ber., 99, 3728 (1966).

    Google Scholar 

  112. S. K. Robev, Dokl. Belorussk. Akad. Nauk, 36, 1315 (1983).

    Google Scholar 

  113. L. Bruche, L. Garanti, and G. Zecchi, J. Chem. Soc., Perkin 1, No. 12, 2177 (1986).

    Google Scholar 

  114. H. Reimlinger, Chem. Ind., No. 33, 1082 (1970).

    Google Scholar 

  115. D. B. Share and C. S. Hamilton, J. Am. Chem. Soc., 68, 588 (1946).

    Google Scholar 

  116. T. Bany, B. Modzelewska, and M. Santus, Ann. UMCS, AA 31/32, 277 (1976/1977).

    Google Scholar 

  117. T. Bany, A. Maliszewska, and B. Modzelewska, Ann. UMCS, AA 37, 157 (1982/1983).

    Google Scholar 

  118. H. Wieland, Berichte, 42, 4199 (1909).

    Google Scholar 

  119. B. Stanovnik, M. Tisler, and S. Igrutinovich, Vestnik Slov. Kem. Drus., 27, 251 (1980).

    Google Scholar 

  120. W. Oberhümmer, Monatsh. Chem., 63, 285 (1933).

    Google Scholar 

  121. Van der Burg, Pec. Trav. Chim., 74, 257 (1955).

    Google Scholar 

  122. C. Ainsworth, J. Am. Chem. Soc., 75, 5728 (1953).

    Google Scholar 

  123. F. R. Benson, Chem. Rev., 41, 1 (1947).

    Google Scholar 

  124. G. Dedichen, Avh. Nor. Vidensk. Akad. Oslo, Mat. Naturwidensk. K1., No. 5, 1 (1936).

    Google Scholar 

  125. F. R. Benson, Heterocyclic Compounds [Russian translation], edited by R. Elderfield, Mir, Moscow (1969), p. 7.

    Google Scholar 

  126. L. Lopez, J. -P. Majoral, A. Meriem, T. N'Gando M'Pondo, J. Navech, and J. Barraus, Chem. Commun., No. 3, 183 (1984).

    Google Scholar 

  127. A. Schmildpeter, J. Luber, and H. Tanta, Angew. Chem., Int. Ed., 16, 546 (1977).

    Google Scholar 

  128. G. Tuchtenhagen, H. -J. Graubaum, and K. Ruhlman, Chem. Ber., 101, 738 (1968).

    Google Scholar 

  129. P. J. Patezold, Z. anorg. Chem., 326, 64 (1963).

    Google Scholar 

  130. M. J. S. Dewar,, R. Golden, and P. A. Spanninger, J. Am. Chem. Soc., 93, 3298 (1971).

    Google Scholar 

  131. M. J. S. Dewar and P. A. Spanninger, Tetrahedron, 28, 959 (1972).

    Google Scholar 

  132. Z. V. Bezuglaya, S. A. Shapovalov, L. V. Kononenko, G. V. Avramenko, B. I. Stepanov, and V. D. Bezuglyi, Zh. Obshch. Khim., 51, 1276 (1981).

    Google Scholar 

  133. Z. V. Bezuglaya, G. V. Avramenko, and B. I. Stepanov, Zh. Obshch. Khim., 50, 2811 (1980)

    Google Scholar 

  134. Z. V. Bezuglaya, S. N. Lukin, G. V. Avramenko, and B. I. Stepanov, Zh. Vses. Khim. Obshch., 26, 348 (1981).

    Google Scholar 

  135. R. L. Jones and J. R. Kershaw, Pure Appl. Chem., 21, 23 (1971).

    Google Scholar 

  136. F. H. Case, J. Org. Chem., 30, 931 (1965).

    Google Scholar 

  137. F. H. Case, J. Org. Chem., 31, 2398 (1966).

    Google Scholar 

  138. F. H. Case, J. Heterocycl. Chem., 5, 223 (1968).

    Google Scholar 

  139. F. H. Case, J. Heterocycl. Chem., 5, 413 (1968).

    Google Scholar 

  140. H. Neunhoeffer, H. Hennig, H. W. Frühauf, and M. Mutterer, Tetrahedron Lett., No. 37, 3147 (1969).

    Google Scholar 

  141. H. Neunhoeffer and H. W. Frühauf, Annalen, 760, 102 (1972).

    Google Scholar 

  142. H. Neunhoeffer and F. Weischedel, Annalen, 749, 16 (1971).

    Google Scholar 

  143. H. Neunhoeffer and H. Hennig, Chem. Ber., 101, 3952 (1968).

    Google Scholar 

  144. H. Heunhoeffer, L. Motitschke, H. Hennig, and K. Ostheimer, Annalen, 760, 88 (1972).

    Google Scholar 

  145. H. -J. Metz and H. Neunhoeffer, Chem. Ber., 115, 2807 (1982).

    Google Scholar 

  146. H. Neunhoeffer and H. -J. Metz, Annalen, No. 9, 1476 (1983).

    Google Scholar 

  147. H. Neunhoeffer and F. -D. Schaberger, Annalen, No. 11, 1845 (1983).

    Google Scholar 

  148. H. Neunhoeffer, The Chemistry of Heterocyclic Compounds, edited by A. Weissberger and E. C. Taylor, Vol. 33, Wiley, New York (1975), p. 1301.

    Google Scholar 

  149. K. Matsuda and L. T. Morin, J. Org. Chem., 26, 3783 (1961).

    Google Scholar 

  150. P. Schmildt and J. Druey, Helv. Chim. Acta, 38, 1560 (1955).

    Google Scholar 

  151. W. W. Paulder and J. M. Barton, J. Org. Chem., 31, 1720 (1966).

    Google Scholar 

  152. H. Paul, S. Chatterjee, and G. Hilgetag, Chem. Ber., 101, 3696 (1968).

    Google Scholar 

  153. W. Ried and W. Kunstmann, Chem. Ber., 102, 1418 (1969).

    Google Scholar 

  154. B. M. Culbertson and G. R. Parr, J. Heterocycl. Chem., 4, 422 (1967).

    Google Scholar 

  155. L. L. Stookey, US Patent No. 3770735; Chem. Abstr., 80, 48043 (1974).

    Google Scholar 

  156. J. F. Geldard, Inorg. Chem., 4, 417 (1965).

    Google Scholar 

  157. B. M. Culbertson, US Patent No. 3498981; Chem. Abstr., 73, 35416 (1970).

    Google Scholar 

  158. F. Akutsu, H. Takeyama, M. Miura, and K. Nagakubo, Macromol. Chem., 186, 483 (1985).

    Google Scholar 

  159. O. Repič, P. G. Mattner, and M. J. Shapiro, J. Heterocycl. Chem., 19, 1201 (1982).

    Google Scholar 

  160. G. B. Benett, US Patent No. 4228280; Chem. Abstr., 94, 65729 (1981).

    Google Scholar 

  161. P. M. Hergenrother, J. Polymer Sci., A-1, 7, 945 (1969).

    Google Scholar 

  162. H. G. O. Becker, G. Pauli, H. -J. Timpe, and H. -D. Steinleitner, Z. Chem., 8, 105 (1968).

    Google Scholar 

  163. W. Ried and P. Schomann, Annalen, 714, 140 (1968).

    Google Scholar 

  164. W. Ried and P. Schomann, Annalen, 714, 128 (1968).

    Google Scholar 

  165. H. Brugger, H. Wamhoff, and F. Korte, Annalen, 758, 173 (1972).

    Google Scholar 

  166. E. C. Taylor and S. F. Martin, J. Org. Chem., 37, 3958 (1972).

    Google Scholar 

  167. V. Uchytilova, P. Fielder, H. Pryštas, and J. Gut, Coll. Czech. Chem. Commun., 36, 1955 (1971).

    Google Scholar 

  168. M. Brugger, H. Wamhoff, and F. Korte, Annalen, 755, 101 (1972).

    Google Scholar 

  169. M. Takahashi, Sh. Shirahashi, and N. Sugawara, Nippon Kagaku Zasshi, No. 8, 1519 (1973).

    Google Scholar 

  170. Gy. Domany, J. Nytrai, Gy. Simig, and K. Lempert, Tetrahedron Lett., No. 16, 1393 (1977).

    Google Scholar 

  171. J. Nytrai, Gy. Domany, Gy. Simig, J. Fetter, K. Zauer, and K. Lempert, Acta Chim. Acad. Sci. Hung., 97, 91 (1978).

    Google Scholar 

  172. I. Charles, D. W. C. Latham, D. Hartley, A. W. Oxford, and D. I. C. Scores, J. Chem. Soc., Perkin 1, No. 5, 1139 (1980).

    Google Scholar 

  173. H. Neunhoeffer, J. Hansa, and H. Hammann, Annalen, No. 3, 640 (1985).

    Google Scholar 

  174. L. M. Naumova, V. N. Charushin, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 8, 1118 (1987).

    Google Scholar 

  175. V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, and L. M. Naumova, Khim. Geterotsikl. Soedin., No. 9, 1284 (1984).

    Google Scholar 

  176. L. Bruche, L. Garanti, and G. Zecchi, J. Chem. Soc., Perkin 1, No. 7, 1427 (1984).

    Google Scholar 

  177. L. Bruche, L. Garanti, and G. Zecchi, J. Chem. Soc., Perkin 1, No. 3, 755 (1982).

    Google Scholar 

  178. S. Ito, Y. Tanaka, and A. Kakehi, Bull. Chem. Soc. Jpn., 55, 859 (1982).

    Google Scholar 

  179. V. P. Kruglenko, M. V. Povstyanoi, V. I. Turchin, and L. I. Konovalova, Khim. Geterotsikl. Soedin., No. 11, 1565 (1978).

    Google Scholar 

  180. M. V. Povstyanoi, V. P. Kruglenko, V. P. Gumennyi, V. A. Idzikovskii, A. A. Timoshin, V. G. Lukmanov, and V. P. Gnidets, Summaries of Papers on Advances in the Chemistry of Nitrogen Heterocycles [in Russian], Rostov-on-Don (1983), p. 135.

  181. M. V. Povstyanoi, V. P. Kruglenko, and V. P. Gnidets, Zh. Org. Khim., 20, 1345 (1984).

    Google Scholar 

  182. M. V. Povstyanoi, é. A. Yakubovskii, and P. M. Kochergin, Zh. Org. Khim., 12, 2044 (1976).

    Google Scholar 

  183. M. V. Povstyanoi, E. V. Logachev, and P. M. Kochergin, Khim. Geterotsikl. Soedin., No. 5, 715 (1976).

    Google Scholar 

  184. M. V. Povstyanoi, Nitrogen-Containing Heterocycles: Summaries of Papers Presented at the 4th All-Union Conference on the Chemistry of Nitrogen-Containing Heterocyclic Compounds [in Russian], Novosibirsk (1987), p. 65.

  185. H. G. O. Becker, D. Beyer, G. Israel, R. Muller, W. Riediger, and H. -J. Timpe, J. Prakt. Chem., 312, 669 (1970).

    Google Scholar 

  186. M. Brugger, H. Wamhoff, and F. Korte, Annalen, 757, 100 (1972).

    Google Scholar 

  187. R. Fusco and F. Sannicolo, Tetrahedron Lett., 23, 1829 (1982).

    Google Scholar 

  188. H. Takahashi, S. Onisawa, and T. Satoh, Bull. Chem. Soc. Jpn. 47, 2724 (1974).

    Google Scholar 

  189. V. D. Orlov, I. Z. Papiashvili, M. V. Povstyanoi, and V. P. Kruglenko, Khim. Geterotsikl. Soedin., No. 10, 1396 (1984).

    Google Scholar 

  190. M. V. Povstyanoi, N. A. Klyuev, E. Kh. Dank, E. A. Idzikovskii, and V. P. Kruglenko, Zh. Org. Khim., 19, 433 (1983).

    Google Scholar 

  191. M. V. Povstyanoi, N. A. Klyuev, and N. M. Gorban', Summaries of Papers on the Synthesis, Properties, and Use of Fluorine-containing Ketones and Diketones [in Russian], Sverdlovsk (1979), p. 39.

  192. R. Bruckner, J. -P. Lavergne, and Ph. Viallefont, Annalen, No. 5, 639 (1979).

    Google Scholar 

  193. V. D. Orlov, I. Z. Papiashvili, M. V. Povstyanoi, V. A. Idzikovskii, and O. M. Tsiguleva, Khim. Geterotsikl. Soedin., No. 1, 93 (1983).

    Google Scholar 

  194. M. V. Povstyanoi, V. P. Kruglenko, and V. P. Gnidets, Khim. Geterotsikl. Soedin., No. 5, 700 (1984).

    Google Scholar 

  195. R. -M. Claramaunt, J. -M. Fabrega, and J. Elquero, J. Heterocycl. Chem., 11, 751 (1974).

    Google Scholar 

  196. J. -P. Lavergne, Ph. Viallefont, and J. Daunis, J. Heterocycl. Chem., 12, 1095 (1975).

    Google Scholar 

  197. N. A. Klyuev, M. V. Povstyanoi, G. G. Aleksandrov, and V. P. Gumennyi, Khim. Geterotsikl. Soedin., No. 1, 88 (1983).

    Google Scholar 

  198. A. G. Van Damme and A. G. Johannes, Rec. Trav. Chim., 79, 255 (1960).

    Google Scholar 

  199. W. Pfeiderer and K. H. Schundehütte, Annalen, 615, 42 (1958).

    Google Scholar 

  200. E. C. Taylor and F. Sowinsky, J. Am. Chem. Soc., 21, 2143 (1969).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 867–887, July, 1989.

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Zelenin, K.N., Solod, O.V. & Khrustalev, V.A. Amidrazones in the synthesis of heterocycles (review). Chem Heterocycl Compd 25, 717–737 (1989). https://doi.org/10.1007/BF00472740

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