An efficient one-step cyclization of thiobenzanilides to benzothiazoles: Using N-bromosuccinimide under mild conditions

Journal of Sulfur Chemistry

Volumn 30, Issue 5, 2009, Pages 507-512

  Moghaddam, Firouz Matloubi ^a   Zargarani, Dordaneh ^a  

^a SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

2 arylbenzothiazoles; Benzothiazoles; N bromosuccinimide; Thioamide; Thiobenzanilide

Indexed keywords

2-ARYLBENZOTHIAZOLE; BENZOTHIAZOLES; CONDITION; CYCLIZATIONS; MILD REACTION CONDITIONS; N-BROMOSUCCINIMIDE; THIOAMIDES; THIOBENZANILIDE;

EID: 70349549007     PISSN: 17415993     EISSN: 17416000     Source Type: Journal    
DOI: 10.1080/17415990902894307     Document Type: Article

References (24)

1. Mathis, C.A.; Wang,Y.M.; Holt, D.P.; Huang, G.F.; Debnath, M.L.; Klunk,W.E. J. Med. Chem. 2003, 46, 2740-2754.
2. Palmer, P.J.; Trigg, R.B.; Warrington, J.V. J. Med. Chem. 1971, 14, 248-251.
3. Bradshaw, T.D.; Westwell, A.D. Curr. Med. Chem. 2004, 11, 1009-1021.
4. Hutchinson, I.; Jennings. S.A.; Vishnuvajjala. B.R.; Westwell. A.D.; Stevens. M.F.G. J. Med. Chem. 2001, 45, 744-748.
5. Chang,W.C.; Hu, A.T; Duan, J.P.; Rayabarapu, D.K.; Cheng, C.H. J. Organomet. Chem. 2004, 689, 4882-4888.
6. Evindar, G.; Batey, R.A. J. Org. Chem. 2006, 71, 1802-1808.
7. Seijas, J.A.; Vazquez-Tato, M.P.; Carballido-Reboredo, M.R.; Crecente-Campo, J.; Romar-Lopez. L. Synlett. 2007, 2, 313-317.
8. Tale, R.H. Org. Lett. 2002, 4, 1641-1642.
9. Vera. M.D.; Pelletier, J.C. J. Comb. Chem. 2007, 9, 569-570.
10. Zerzouf, A.; Keita, A.; Salem, M.; Essassi, E.M.; Roumestant, M.L.; Viallefont. P. Org. Organomet. Synthesis 1999, 2, 435-439.
11. Mu. X.J.; Zou, J.P.; Zeng, R.S.; Wu, J.C. Tetrahedron Lett. 2005, 46, 4345-4347.
12. Moghaddam, M.F.; Boeini, H.Z. Synlett. 2005, 10, 1612-1614.
13. Zahradnik, P.; Buffa, R. Molecules 2002, 7, 534-539.
14. Moghaddam, M.F.; Ismaili, H.; Bardajee, G.R. Heteroatom. Chem. 2006, 17, 136-141.
15. Bernardi, D.; Ba, L.A.; Kirsch. G. Synlett. 2007, 13, 2121-2123.
16. Rudrawar, S.; Kondaskar, A.; Chakraborti, A.K. Synthesis 2005, 15, 2521-2526.
17. Ryabukhin, S.V.; Plaskon, A.S.; Volochnyuk, D.M.; Tolmachev, A.A. Synthesis 2006, 21, 3715-3726.
18. Matsushita, H.; Lee, S.H.; Joung, M.; Clapham, B.; Janda, K.D. Tetrahedron Lett. 2004, 45, 313-316.
19. Jordan, A.D.; Luo, C.; Reitz, A.B. J. Org. Chem. 2003, 68, 8693-8696.
20. Bose, D.S.; Idrees, M. J. Org. Chem. 2006, 71, 8261-8263.
21. Matloubi Moghaddam, F.; Zali Boeini, H.; Taheri, S. J. Sulfur Chem. 2004, 25, 407-412.
22. Katritzky, A.R.; Nie, P.L.; Dondoni, A.; Tassi, D. J. Chem. Soc. Perkin Trans. I, 1979, 1961-1963
23. Osuka, A.; Uno,Y.; Horiuchi, H.; Suzuki, H. Synthesis 1984, 2, 145
24. Saikachi, H.; Hisano, T. Chem. Pharm. Bull. 1960, 8, 51-53.