Synthesis of dihydrofuro[2,3-b]pyridines by the reaction of 2-amino-4,5-dihydro-3-furancarbonitriles with α,β-unsaturated carbonyl compounds

Journal of Heterocyclic Chemistry

Volumn 39, Issue 4, 2002, Pages 743-749

  Maruoka, Hiroshi ^a   Yamazaki, Motoyoshi ^a   Tomioka, Yukihiko ^a  

^a FUKUOKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO 4,5 DIHYDRO 3 FURANCARBONITRILE DERIVATIVE; CARBONYL DERIVATIVE; DIHYDROFURO[2,3 B]PYRIDINE DERIVATIVE; FURAN DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0036666320     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570390420     Document Type: Article

References (12)

1. T. Matsuda, K. Yamagata, Y. Tomioka and M. Yamazaki, Chem. Pharm. Bull., 33, 937 (1985).
2. E. C. Taylor and A. Mckillop, Advances in Organic Chemistry: Methods and Results, Vol 7, E. C. Taylor, ed, Interscience Publishers, Inc., New York, 1970, p 3.
3. K. Yamagata, Y. Tomioka and M. Yamazaki, Chem. Pharm. Bull., 34, 590 (1986).
4. G. H. Alt and A. G. Cook, Enamines: Synthesis, Structure and Reactions, 2nd ed., A. G. Cook, ed, Marcel Dekker, Inc., New York and Basel, 1988, p 189.
5. S. F. Dyke, The Chemistry of Enamines, Cambridge University Press 1973, p 31.
6. L. A. Paquette, Principles of Modern Heterocyclic Chemistry, W. A. Benjamin, Inc., New York, 1968, p 225.
7. F. Brody and P. R. Ruby, Pyridine and Its Derivatives, Vol 14, Part 1, E. Klingsberg, ed, Interscience Publishers, Inc., New York, 1960, p 99.
8. F. Bossert, H. Meyer and E. Wehinger, Angew. Chem., Int. Ed. Engl., 20, 762 (1981).
9. A. W. Erian, Chem. Rev., 93, 1991 (1993).
10. J. M. Robinson, L. W. Brent, C. Chau, K. A. Floyd, S. L. Gillham, T. L. McMahan, D. J. Magda, T. J. Motycka, M. J. Pack, A. L. Roberts, L. A. Seally, S. L. Simpson, R. R. Smith and K. N. Zalesny, J. Org. Chem., 57, 7352 (1992).
11. I. Katsuyama, S. Ogawa, Y. Yamaguchi, K. Funabiki, M. Matsui, H. Muramatsu and K. Shibata, Synthesis, 1321 (1997).
12. K. Shibata, I. Katsuyama, H. Izoe, M. Matsui and H. Muramatsu, J. Heterocyclic Chem., 30, 277 (1993), and references cited therein.