Synthesis of 3,1-Benzoxazines, 3,1-Benzothiazines and 3,1-Benzoxazepines via N-Arylimino-1,2,3-dithiazoles

Synlett

Volumn 1997, Issue 6, 1997, Pages 704-706

  Besson, Thierry ^a   Guillaumet, Gérald ^b   Lamazzi, Christelle ^a,b   Rees, Charles W ^c  

^a UNIVERSITÉ DE LA ROCHELLE   (France)

^b UNIVERSITÉ D'ORLÉANS   (France)

^c IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001781418     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3251     Document Type: Article

References (14)

1. Rees, C.W. J. Heterocycl. Chem . 1992, 29, 639.
2. Besson, T.; Rees, C. W. J. Chem. Soc., Perkin Trans. 1 1995, 1659.
3. (a) Besson, T.; Emayan, K.; Rees, C. W. J. Chem. Soc., Perkin Trans. 1 1995, 2097;
4. (b) Besson, T.; Emayan, K.; Rees, C. W. J Chem. Soc, Chem. Commun. 1995, 1419.
5. Besson, T.; Rees, C. W. J. Chem. Soc., Perkin Trans. 1 1996, 2857.
6. (a) Krantz, A.; Spencer, R. W.; Tam, T. F.; Liak, T. J.; Copp, L. J.; Thomas, E. M.; Rafferty, S. P. J. Med. Chem. 1990, 29, 1349.
7. (b) Jarvest, L. R.; Parratt, M. J.; Debouck, C. M.; Gorniak, J. G.; Jennings, L. J.; Serafinowska, H. T.; Strickler, J. E. Bioorg. Med. Chem. Lett. 1996, 6, 2463
8. (c) Gilmore, J. L.; Hays, S. J.; Caprathe, B. W.; Lee, C.; Emmerling, M. R.; Michael, W.; Jaen, J. C. Bioorg. Med. Chem. Lett. 1996, 6, 679.
9. (d) Takase, Y.; Saeki, T.; Watanabe, N.; Adachi, H.; Souda, S.; Saito, I. J. Med. Chem. 1994, 37, 2106.
10. Starting amines are commercially available excepted for the 5-chloro derivative 6c which was synthesized by reduction of 2-amino-4-chlorobenzoic acid by the procedure described in ref. 7.
11. Nystrom, R. F.; Brown, W. G. J. Am. Chem. Soc. 1947, 69, 2548.
12. Appel, R.; Janssen, H.; Siray, M; Knoch, F. Chem. Ber. 1985, 118, 1632.
13. 3CN; Lee H.; Kim, K. Heteroatom. Chem. 1993, 4, 263.
14. 2S: 174.0251, found 174.0260.