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Heterocycles from Transition Metal Catalysis pp 175–194Cite as

The Functionalization of Other Ring Systems

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Part of the book series: Catalysis by Metal Complexes ((CMCO,volume 28))

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8.5 References

  1. For recent reviews on the transition metal catalyzed functionalization of purines see: (a) Hocek, M. Eur. J. Org. Chem. 2003, 245. (b) Agrofoglio, L. A.; Gillaizeau, I.; Sato, Y. Chem. Rev. 2003, 103, 1875.

    Google Scholar 

  2. (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Stanforth, S. S. Tetrahedron 1998, 54, 263. (c) Suzuki, A. J. Organomet. Chem. 1999, 576, 147.

    Article  CAS  Google Scholar 

  3. For a recent review on heterocyclic boronic acids see Tyrrel, E.; Brookes, P. Synthesis, 2003, 469.

    Google Scholar 

  4. Vollmann, K.; Müller, C. E. Heterocycles 2002, 57, 871.

    CAS  Google Scholar 

  5. Fürstner, A.; Leitner, A.; Mendez, M.; Krause, H. J. Am. Chem. Soc. 2002, 124, 13856.

    Google Scholar 

  6. Hocek, M.; Dvorakova, H. J. Org. Chem. 2003, 68, 5773.

    Article  CAS  Google Scholar 

  7. Havelkova, M.; Dvorak, D.; Hocek, M. Synthesis 2001, 1704.

    Google Scholar 

  8. Hocek, M.; Hockova, D.; Dvorakova, H. Synthesis 2004, 889.

    Google Scholar 

  9. Wu, T. Y. H.; Schultz, P. G.; Ding, S. Org. Lett. 2003, 5, 3587.

    CAS  Google Scholar 

  10. Fraley, M. E. et al. Bioorg. Med. Chem. Lett. 2002, 12, 3537.

    CAS  Google Scholar 

  11. Guillard, J.; Larraya, C.; Viaud-Massuard, M.-C. Heterocycles 2003, 60, 865.

    CAS  Google Scholar 

  12. Lee, W. J.; Gee, M. B.; Yum, E. K. Heterocycles 2003, 60, 1821.

    CAS  Google Scholar 

  13. Perron, J.; Joseph, B.; Mérour, J.-Y. Tetrahedron 2003, 59, 6659.

    Article  CAS  Google Scholar 

  14. Owens, A. P.; Nadin, A.; Talbot, A. C.; Clarke, E. E.; Harrison, T.; Lewis, H. D.; Reilly, M.; Wrigley, D. J.; Castro, J. L. Bioorg. Med. Chem. Lett. 2003, 13, 4143.

    Article  CAS  Google Scholar 

  15. Nadin, A.; Sanchez Lopes, J. M.; Owens, A. P.; Howells, D. M.; Talbot, A. C.; Harrison, T. J. Org. Chem. 2003, 68, 2844.

    Article  CAS  Google Scholar 

  16. Lee, J. H.; Park, E. S.; Yoon, C. M. Tetrahedron Lett. 2001, 42, 8311.

    CAS  Google Scholar 

  17. Ryu, K.-M.; Gupta, A. K.; Han, J. W.; Oh, C. H.; Cho, C.-G. Synlett 2004, 2197.

    Google Scholar 

  18. Wu, J.; Wang, L.; Fathi, R.; Yang, Z. Tetrahedon Lett. 2002, 43, 4395.

    CAS  Google Scholar 

  19. Fairlamb, I. J. S.; Syvänne, S. M.; Whitwood, A. C. Synlett 2003, 1693.

    Google Scholar 

  20. Bouisset, M.; Bousquet, A.; Heymes, A. DE3831533; Chem. Abstr. 1989, 111, 174139.

    Google Scholar 

  21. Kotschy, A.; Nagy, A.; BÍró, A. B. PCT Int. Appl. (2004), WO 2004065386. Chem. Abstr. 2004, 141, 157130.

    Google Scholar 

  22. Brathe, A.; Andresen, G.; Gundersen, L.-L.; Malterud, K. E.; Rise, F. Bioorg. Med. Chem. 2002, 10, 1581.

    CAS  Google Scholar 

  23. Gundersen, L.-L.; Langli, G.; Rise, F. Tetrahedron Lett. 1995, 36, 1945.

    Article  CAS  Google Scholar 

  24. Hocek, M.; Votruba, I.; Dvorakova, H. Tetrahedron 2003, 59, 607.

    Article  CAS  Google Scholar 

  25. Shiota, T.; Yamamori, T. J. Org. Chem. 1999, 64, 453.

    Article  CAS  Google Scholar 

  26. Gundersen, L.-L.; Nissen-Meyer, J.; Spilsberg, B. J. Med. Chem. 2002, 45, 1383.

    Article  CAS  Google Scholar 

  27. Langli, G.; Gundersen, L.-L.; Rise, F. Tetrahedron 1996, 52, 5625.

    Article  CAS  Google Scholar 

  28. Brathe, A.; Gundersen, L.-L.; Nissen-Meyer, J.; Rise, F.; Spilsberg, B. Bioorg. Med. Chem. Lett. 2003, 13, 877.

    CAS  Google Scholar 

  29. Havelkova, M.; Dvorak, D.; Hocek, M. Tetrahedron 2002, 58, 7431.

    Article  CAS  Google Scholar 

  30. Tiberghien, A. C.; Hagan, D.; Howard, P. W.; Thurston, D. E. Bioorg. Med. Chem. Lett. 2004, 14, 5041.

    Article  CAS  Google Scholar 

  31. For another illustrativ example of the functional group olerance of the Stille coupling see Kumamoto, H.; Tanaka, H. J. Org. Chem. 2002, 67, 3541.

    CAS  Google Scholar 

  32. Jones, P.; Chambers, M. Tetrahedron 2002, 58, 9973.

    Article  CAS  Google Scholar 

  33. Ragan, J. A.; Raggon, J. W.; Hill, P. D.; Jones, B. P.; McDermott, R. E.; Munchhof, M. J.; Marx, M. A.; Casavant, J. M.; Cooper, B. A.; Doty, J. L.; Lu, Y. Org. Proc. Res. Dev. 2003, 7, 676.

    CAS  Google Scholar 

  34. Flasche, W.; Cismas, C.; Herrmann, A.; Liebscher, J. Synthesis 2004, 2335.

    Google Scholar 

  35. Hocek, M.; Dvorakova, H.; Cisarova, I. Collect. Czech. Chem. Commun. 2002, 67, 1560.

    CAS  Google Scholar 

  36. Hayashi, T.; Kawakami, T.; Kumazawa, H.; Nagy, A.; Csámpai, A.; Kotschy, A. PCT Int. Appl. WO 2003106458; Chem. Abstrs. 2004, 140, 42196.

    Google Scholar 

  37. Akhtaruzzaman, Md.; Tomura, M.; Zaman, Md. D.; Nishida, J.-i.; Yamashita, Y. J. Org. Chem. 2002, 67, 7813.

    Article  CAS  Google Scholar 

  38. Fairlamb, I. J. S.; Lu, F. J.; Schmidt, J. P. Synthesis 2003, 2564.

    Google Scholar 

  39. Kabalka, G. W.; Dong, G.; Venkataiah, B. Tetrahedron Lett., 2004, 45, 5139.

    CAS  Google Scholar 

  40. Jacobson, K. A.; Shi, D.; Gallo-Rodriguez, C.; Manning, M. jr.; Müller, C.; Daly, J. W.; Neumeyer, J. L.; Kiriasis, L.; Pfleiderer, W. J. Med. Chem. 1993, 36, 2639.

    CAS  Google Scholar 

  41. Yin, L.; Liebscher, J. Synthesis 2004, 2329.

    Google Scholar 

  42. Grumel, V.; Mérour, J.-Y., Guillaumet, G. Heterocycles, 2001, 55, 1329.

    CAS  Google Scholar 

  43. Vallin, K. S. A.; Zhang, Q.; Larhed, M.; Curran, D. P.; Hallberg, A. J. Org. Chem. 2003, 68, 6639.

    Article  CAS  Google Scholar 

  44. Tu, C.; Keane, C.; Eaton, B. Nucleosides & Nucleotides 1997, 16, 227.

    CAS  Google Scholar 

  45. Cheung, M.; Hunter, R. N.; Peel, M. R.; Lackey, K. E. Heterocycles, 2001, 55, 1583.

    Article  CAS  Google Scholar 

  46. Karimi, F.; Langström, B. Eur. J. Org. Chem. 2003, 2132.

    Google Scholar 

  47. Terrazas, M.; Ariza, X.; Farràs, J.; Guisado-Yang, J. M.; Vilarrasa, J. J. Org. Chem. 2004, 69, 5473.

    Article  CAS  Google Scholar 

  48. Sasaki, M.; Dalili, S.; Yudin, A. K. J. Org. Chem. 2003, 68, 2045.

    CAS  Google Scholar 

  49. Gabriele, B.; Salerno, G.; Mancuso, R.; Costa, M. J. Org. Chem. 2004, 69, 4741.

    Article  CAS  Google Scholar 

  50. Kel’in, J. T.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074.

    Google Scholar 

  51. Kim, J. T.; Butt, J.; Gevorgyan, V. J. Org. Chem. 2004, 69, 5638.

    CAS  Google Scholar 

  52. Kawasaki, T.; Yamamoto, Y. J. Org. Chem. 2002, 67, 5139.

    Google Scholar 

  53. Cuny, G. D. Tetrahedron Lett. 2004, 45, 5167.

    Article  CAS  Google Scholar 

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(2005). The Functionalization of Other Ring Systems. In: Heterocycles from Transition Metal Catalysis. Catalysis by Metal Complexes, vol 28. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3692-2_8

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