η6-Arenetricarbonylchromium(0) Complexes in the Synthesis of 1,4-Benzodiazepines and Its Nucleophilic Substituted Products

Synthetic Communications

Volumn 33, Issue 21, 2003, Pages 3695-3706

  Santra, P K ^a   Kishore, D ^a   Jain, Pratima ^a  

^a BANASTHALI UNIVERSITY   (India)

Author keywords

6 AreneCr(CO)3; 1,4 Benzodiazepines; Nucleophilic substitution

Indexed keywords

5 CHLORO N CHLOROACETYLISATIN; 7 CHLORO 5 CARBOMETHOXY 1,3 DIHYDRO 2H 1,4 BENZODIAZEPINE; BENZODIAZEPINE DERIVATIVE; CHROMIUM DERIVATIVE; DECALIN; ISATIN DERIVATIVE; METHENAMINE; PHENOL DERIVATIVE; THIOL DERIVATIVE; TRICARBONYLCHROMIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION TIME; SUBSTITUTION REACTION; SYNTHESIS;

EID: 0242299686     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120025178     Document Type: Article

References (45)

1. Vida, J.A. Medicinal Chemistry Part-III; Wolf, M.W., Burger, A., Eds.; John Wiley and Sons: New York, 1981; 787.
2. Sharp, J.T. Comprehensive Heterocyclic Chemistry; Katritzky, A.R., Rees, C.W., Lwowski, W., Eds.; Pergamon Press, 1984; Vol. 7, 593.
3. Watthey, J.W.H.; Stanton, J.L. The Chemistry of Heterocyclic Compounds; Weissberger, A., Taylor, E.C., Eds.; John Wiley and Sons: New York, 1984; Vol. 43, 1 (A monograph with 1010 references).
4. Mohiuddin, G.; Reddy, P.S.N.; Ahmed, K.; Ratnam, C.V.; Heterocycles 1986, 24 (12), 3489 (A review with 217 references).
5. Moore, J.A.; Mitehell, E. Heterocyclic Compounds; Elderfield, R.C., Ed.; Wiley: New York, 1967; 9, 224.
6. Archer, G.A.; Sternbach, L.H. Chem. Rev. 1968, 68, 747.
7. Joshi, B.C. Chemistry of benzodiazepines, A Review in Rajasthan Hindi Granth Academy, 1983, 36.
8. Popp, F.D.; Noble, A.C. Advances in Heterocyclic Chemistry; Katritzky, A.R., Boulton, A.J., Eds.; Academic Press: New York, 1967; 8, 21.
9. Palfi, T.; Jankiewicz, H. Drugs and Human Behavior; Brown and Benchmark: Dubuque, IA, 1997.
10. Sifton, D.W. The Pocket Guide to Prescription Drugs; Siemon and Schuster: New York, NY, 1997.
11. Mckim, W.A. Drugs and Behavior: An Introduction to Behavioral Pharmacology; Prentice Hall: Upper Saddle River, NJ, 1997.
12. Guenther, Schmidt; Walfhard, Engel; Volkhard, Austel; Hargrave, Karl D. (Boehringer Ingelheim Pharmaceuticals Inc.; Thomac, Dr. Karl G.m.b.H.). Eur. Pat. Appl. 1990, E.P. 393, 530, Chem. Abstr. 1991, 114, 74345j.
13. Kukla, M.J.; Breslin, H.J.; Pauwels, R.; Fedde, L.C.; Mittan, M.; Scott, N.K.; Sherrill, R.G.; Raeymaekers, A.H.M.; Van, Gelder. J. Med. Chem. 1991, 2, 746-751.
14. Roberte, B.A.; Andries, K.; Desayter, J.S.; Kukla, D.; Berslin, J.; Raemaekers, H.; Gelder, A.; Hay-Kants, J.V.; Schellekens, Janseen, J.K.; Clerq, M.A.; E. De; Janseen, P. Nature 1990, 343, 470.
15. Ming Chu, Hsu; Huryn, H.M.; Mary Donna; Steve, T.; Kai, Y. Eur. Pat. Appl. Ep. 491, 218, U.S. Appl. 628, 551, 1990, Chem. Abstr. 1992, 117, 151025x.
16. Roberte, B.A.; Valentine, E.J.; Ming Chu Hsu; Steve, T.; Kai, Y. Eur. Pat. 1991, 462, 522, U.S. Patent, 1990, 539, 500, Chem. Abstr. 1992, 116, 128978f.
17. Zappala, M.; Chimini, A.; Grasso, S.; Romeon, G.; Monforte, A.M. Farmaco 1989, 44 (2), 185 (Eng.) Chem. Abstr. 1991, 114, 64599.
18. Zappala, M.; Chimini, A.; Grasso, S.; Romeon, G.; Monforte, A.M. Farmaco 1989, 44 (2), 185 (Eng.) Chem. Abstr. 1991, 114, 64599.
19. Popp, F.D.; Piccirilli, R.M. J. Heterocyclic Chem. 1971, 8, 473.
20. Ogata, M.; Matsumoto, H. Chem. Ind. (London) 1976, 1067.
21. Trahanovsky, W.S.; Card, R.J. Tetrahedron Lett. 1973, 39, 3823.
22. Semmelhack, M.F.; Hall, Jr. H.T.; Farina, R.; Yoshifuji, M.; Clark, G.; Bargar, T.; Hirotsu, K.; Clardy, J. J. Am. Chem. Soc. 1979, 101, 3535-3544.
23. Uemura, M.; Take, K.; Isobe, K.; Minami, T.; Hayashi, Y. Tetrahedron 1985, 41, 5771.
24. Widdwoson, D.A.; Masters, N.F. J. Chem. Soc. Chem. Commun 1983, 955.
25. Widdowson, D.A.; Gilday, J.P. J. Chem. Soc. Chem. Commun. 1985, 1235.
26. Semmelhack, M.F.; Bisaha, J.; Czarny, M. J. Am. Chem. Soc. 1979, 101, 768.
27. Collman, J.P.; Hegedus, L.S.; Norton, J.R.; Finke, R.G. Principles and Application of Organometallic Chemistry; University Science Books: Mill Valley, 1987.
28. Gupta, Anjul. Examination of Newer Possibilities for the Synthesis of Annelated 1,4-Benzodiazepines from Isatin Derivatives. Ph.D. thesis, Banasthali Vidyapith, 1993.
29. Humphrey, R.E. Spectrochim. Acta 1961, 17, 93.
30. Fritz, H.P.; Manchot, J. Spectrochim. Acta 1962, 18, 171.
31. Buttery, H.J.; Keeling, G.; Kettle, S.F.A.; Paul, I.; Stamper, P.J. J. Chem. Soc. A 1969, 2224.
32. Buttery, H.J.; Keeling, G.; Kettle, S.F.A.; Paul, I.; Stamper, P.J. J. Chem. Soc. A 1970, 471.
33. Deubzer, B.; Fritz, H.P.; Kreiter, C.G.; Ofele, K. J. Organometal. Chem. 1967, 7, 289.
34. Pauson, P.L.; Smith, G.H.; Valentine, J.H. J. Chem. Soc. C 1967, 1061.
35. Sneeden, R.P.A. Organochromium Compounds; Academic Press, Inc.: London, 1975.
36. Hartwell, E.J.; Richarde, R.E.; Thompson, H.W. J. Chem. Soc. London 1948, 1436.
37. Sheppard, N. Trans. Farady Soc. 1950, 46, 429.
38. Ham, N.S.; Hambly, A.N.; Laby, R.H. Aust. J. Chem. 1960, 13, 443.
39. Richards, R.E.; Thompson, H.W. J. Chem. Soc. London 1947, 1260.
40. Stone, P.J.; Thompson, H.W. Spectrochim. Acta 1957, 10, 17.
41. Mikawa, Y. Bull. Chem. Soc. Jap. 1956, 29, 110.
42. Katritzky, A.R.; Jones, R.A. J. Chem. Soc. London 1959, 3674.
43. Card, R.J.; Trahanovsky, W.S. J. Org. Chem. 1980, 45, 2560-2566.
44. Gilman; Blatt. Organic Synthesis Collective, Vol. 1, 2nd Ed.; 327 p.
45. Hawley, G.G. Condensed Chemical Dictionary; Van Nosttrand Reinhold Company: 1997.