A rapid and efficient method for the reduction of quinoxalines

Journal of Heterocyclic Chemistry

Volumn 42, Issue 5, 2005, Pages 1031-1034

  McKinney, Andrew M ^b   Jackson, Kevin R ^b   Salvatore, Ralph Nicholas ^b   Savrides, Elena Maria ^a   Edatte, Mary Jane ^a   Gavin, Terrence ^a  

^a IONA COLLEGE   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYLQUINOXALINE; ACETIC ACID; ALCOHOL; BORANE DERIVATIVE; QUINOXALINE DERIVATIVE; SODIUM BOROHYDRIDE; UNCLASSIFIED DRUG;

ACYLATION; ALKYLATION; ARTICLE; BIOLOGICAL ACTIVITY; ISOMERISM; REACTION TIME; REDUCTION; STEREOCHEMISTRY;

EID: 22244480937     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570420546     Document Type: Article

References (21)

1. Y. Matsumoto, R. Tsuzuki, A. Matssuhisa, T. Yoden, Y. Yamagiwa, I. Yanagisawa, T. Shibanuma and H. Nohira, Bioorg. Med. Chem., 8, 393 (2000).
2. B. Pouw, M. Nour and R. R. Matsumoto, Eur. J. Pharmacol., 386, 181 (1999).
3. M. Patel, R. J. McHugh Jr., B. C. Cordova, R. M. Klabe, S. Erickson-Vitanen, G. L. Trainor and J. D. Rogers, Bioorg. Med. Chem. Lett., 10, 1729 (2000).
4. R. C. DeSelms and H. S. Mosher, J. Am. Chem. Soc., 82, 3762 (1960).
5. R. C. DeSelms, R. J. Greaves and W. R. Schleigh, J. Heterocyclic Chem., 11, 595 (1974).
6. J. Armand and K. Chekir, J. Heterocyclic Chem., 17, 1237 (1980).
7. C. J. Moody and M. R. Pitts, M, Synlett, 1029 (1998).
8. Y. Kikugawa, K. Saito and S. Yamada, Synthesis, 447 (1978).
9. Y. Okamoto, T. Osawa, Y. Kurasawa, T. Kinoshita, and K. Takagi, J. Heterocyclic Chem., 23, 1383 (1986).
10. K. V. Rao and D. J. Jackman, J. Heterocyclic Chem., 10, 213 (1973).
11. J.-M. Cosmao, N. Collignon, and G. Queguiner, J. sHeterocyclic Chem., 16, 973 (1979).
12. J. R. Russell, C. D. Garner and J. A. Joule, J. Chem. Soc. Perkin Trans. I, 409 (1992).
13. T. E. Cole, R. K. Bakshi, M. Srebnik, B. Singaram and H. C. Brown, Organometallics, 5, 2303 (1986).
14. P. Marchini, G. Liso and A. Reho, J. Org. Chem., 40, 3453 (1975)
15. G. W. Gribble, P. D. Lord, J. Skotnicki, S. E. Dietz, J. T. Eaton and J. L. Johnson, J. Am. Chem. Soc., 96, 7812 (1974).
16. J. Figueras, J. Org. Chem., 31, 803 (1966).
17. J. W. Watthey, T. Gavin, M. Desai, B. Finn, R. K. Rodebaugh and S. Patt, J. Med. Chem., 26, 1116 (1983).
18. J. H. Billman and J. L. Rendall, J. Am. Chem. Soc., 66, 540 (1944).
19. J. Hamer and R. E. Holliday, J. Org. Chem., 28, 2488 (1963).
20. G. H. Fisher and H. P. Schultz, J. Org. Chem., 39, 635 (1974).
21. 2: C, 83.88; H, 6.34; N, 9.78. Found: C, 83.47; H, 6.02; N, 9.37.