A new entry to [1,2,4]triazolo[1,5-α][1,4]benzodiazepin-6-ones via intramolecular nitrilimine cycloaddition to the cyano group

Tetrahedron

Volumn 54, Issue 49, 1998, Pages 14859-14868

  Broggini, Gianluigi ^a   Garanti, Luisa ^a   Molteni, Giorgio ^a   Zecchi, Gaetano ^a  

^a UNIVERSITY OF MILAN   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BENZODIAZEPINE DERIVATIVE; ESTAZOLAM; FLUMAZENIL; IMINE; TRIAZOLAM; UNCLASSIFIED DRUG; [1,2,4]TRIAZOLO[1,5 ALPHA][1,4]BENZODIAZEPIN 6 ONE;

ANTICONVULSANT ACTIVITY; ARTICLE; CHEMICAL PROCEDURES; CHEMICAL REACTION; DRUG SYNTHESIS; MOLECULAR DYNAMICS; PRIORITY JOURNAL; REACTION ANALYSIS; STRUCTURE ANALYSIS; TRANQUILIZING ACTIVITY;

EID: 0032480923     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00922-3     Document Type: Article

References (19)

1. 1. Vida, J. A. Medicinal Chemistry, Part III; Wolf, M. W.; Burger, A. eds.; John Wiley & Sons: New York, 1981.
2. 2. Hester, J. B.; Rudzik, A. B.; Kamadar, B. V. J. Med. Chem. 1971, 14, 520.
3. 3. Meguro, K.; Kuvada, Y. Tetrahedron Lett. 1970, 4093.
4. 4. Fröstl, W.; Maître, L. Pharmacopsych. 1989, 22, 54.
5. 5. Archer, G. A.; Sternbach, L. H. Chem. Rev. 1968, 68, 747.
6. 6. Waltser, A.; Fryer, R. I. Bicyclic Diazepines, Wiley: New York, 1991.
7. 7. Mohiuddin, G.; Reddy, P. S.; Ahmed, K.; Ratnam, C. V. Heterocycles 1986, 24, 3489.
8. 8. (a) Baldwin, J. E. J. Chem. Soc., Chem. Commun. 1976, 734.
9. (b) Baldwin, J. E.; Cutting, J.; Dupont, W.; Kruse, L.; Silberman, L.; Thomas, R. C. ibid 1976, 736.
10. (c) Baldwin, J. E. ibid 1976, 738.
11. 9. Johnson, C. D. Acc. Chem. Res. 1993, 26, 476.
12. 10. Sternbach, L. H. Prog. Drug Res. 1978, 21, 229.
13. 11. Marc, G.; Pecar, S. Synth. Commun. 1998, 28, 1143.
14. 12. Meyers, A. I.; Sircar, C. J. In The Chemistry of the Cyano Group; Rappoport, Z. Ed.; Wiley-Interscience: London, 1970; Ch. 8.
15. 13. Broggini, G, Garanti, L. Molteni, G.; Zecchi, G. Synthesis 1995, 1483.
16. 14. Semple, J. E.; Wang, P. C.; Lysenko, Z ; Joullé, M. M. J. Am. Chem. Soc. 1980, 102, 7505.
17. 15. Robb, C. M.; Schultz, E. M. Organic Synthesis Col. Vol. III, 1955; pp. 347.
18. 16. Tanasescu, I.; Nanu, I. Chem. Ber. 1939, 72, 1083.
19. 17. Goldstein, H.; Preiter, G. Helv. Chim. Acta 1944, 27, 612.