Regiocontrolled deprotonative-zincation of bromopyridines using aminozincates

Chemical Communications

Volumn 1, Issue 23, 2001, Pages 2450-2451

  Imahori, Tatsushi ^a   Uchiyama, Masanobu ^a   Sakamoto, Takao ^a   Kondo, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BROMOPYRIDINE; METAL; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG; ZINC;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; METHODOLOGY; PROTON TRANSPORT; REACTION ANALYSIS;

EID: 0035824331     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b108252n     Document Type: Article

References (30)

1. H. Gilman and R. L. Bebb, J. Am. Chem. Soc., 1939, 61, 109.
2. G. Wittig and G. Fuhrman, Chem. Ber., 1940, 73, 1197.
3. B. J. Wakefield, The Chemistry of Organolithium Compounds, Pergamon, Oxford, 1974.
4. B. J. Wakefield, Organolithium Method, Academic Press, London, 1988.
5. V. Snieckus, M. Gray and M. Tinkl, in Comprehensive Organometallic Chemistry II, ed. F. G. Abel, F. G. A. Stone, G. Wilkinson and A. McKillop, Pergamon Press, Oxford, 1995, Vol. 1, p. 1.
6. V. Snieckus, Chem. Rev., 1990, 90, 879.
7. H. W. Gschwend and H. R. Rodrigues, Heteroatom Facilitated Lithiations. Org. React. (N.Y.), 1979, 26, 1.
8. J.-M. Lehn, Supramolecular Chemistry, VCH, Weinheim, 1995.
9. D. L. Comins and S. O'Conner, Adv. Heterocycl. Chem., 1988, 44, 199.
10. G. Queguiner, F. Marsais, V. Snieckus and J. Epsztajn, Adv. Heterocycl. Chem., 1991, 52, 187.
11. G. Rewcastle and A. R. Katritzky, Adv. Heterocycl. Chem., 1993, 56, 155.
12. F. Mongin and G. Queguiner, Tetrahedron, 2001, 57, 4059.
13. F. Effenberger and W. Daub, Chem. Ber., 1991, 124, 2119.
14. G. W. Gribble and M. G. Saulnier, Tetrahedron Lett., 1980, 21, 4137.
15. T. D. Krizan and J. C. Martin, J. Am. Chem. Soc., 1983, 105, 6155.
16. S. Caron and J. M. Hawkins, J. Org. Chem., 1998, 63, 2054.
17. S. Choppin, P. Gros and Y. Fort, Org. Lett., 2000, 2, 803.
18. P. Gros and Y. Fort, J. Chem. Soc., Perkin Trans. 1, 1998, 3515.
19. P. Gros, Y. Fort and P. Caubere, J. Chem. Soc., Perkin Trans. 1, 1997, 3071.
20. H. Hart, Supplement C2, The Chemistry of Triple Bonded Functional Groups, Wiley, Chichester, 1994, p. 1113.
21. M. G. Reinecke, Tetrahedron, 1982, 38, 427.
22. M. Mallet, G. Branger, F. Marsais and G. Queguiner, J. Organomet. Chem., 1990, 382, 319.
23. Y. Kondo, M. Shilai, M. Uchiyama and T. Sakamoto, J. Am. Chem. Soc., 1999, 121, 3539.
24. Y. Kondo, N. Takazawa, C. Yamazaki and T. Sakamoto, J. Org. Chem., 1994, 59, 4717.
25. Y. Kondo, M. Fujinami, M. Uchiyama and T. Sakamoto, J. Chem. Soc., Perkin Trans. 1, 1997, 799.
26. M. Uchiyama, M. Koike, M. Kameda, Y. Kondo and T. Sakamoto, J. Am. Chem. Soc., 1996, 118, 8733.
27. M. Uchiyama, M. Kameda, O. Mishima, N. Yokoyama, M. Koike, Y. Kondo and T. Sakamoto, J. Am. Chem. Soc., 1998, 120, 4934.
28. Y. Kondo, T. Komine, M. Fujinami, M. Uchiyama and T. Sakamoto, J. Comb. Chem., 1999, 1, 123.
29. Y. Kondo, M. Asai, T. Miura and M. Uchiyama, Org. Lett., 2001, 3, 13.
30. F. Tre-court, G. Breton, V. Bonnet, F. Mongin, F. Marsais and G. Queguiner, Tetrahedron, 2000, 56, 1349.