TiCl3OTf-[bmim]Br: a novel and efficient catalyst system for chemoselective one-pot synthesis of thioamides from arylaldoximes

Tetrahedron Letters

Volumn 49, Issue 49, 2008, Pages 6969-6971

  Noei, Jalil ^a   Khosropour, Ahmad R ^a  

^a Faculty of Science   (Iran)

Author keywords

Chemoselectivity; Ionic liquid; One pot reaction; Oximes; Thioamides; TiCl3OTf bmim Br

Indexed keywords

1 BUTYL 3 METHYLIMIDAZOLIUM BROMIDE; ALDOXIME; BROMINE DERIVATIVE; THIOAMIDE; TITANIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; ONE POT SYNTHESIS; STEREOCHEMISTRY;

EID: 54049137188     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.09.084     Document Type: Article

References (25)

1. Broadwater S.J., Roth S.L., Price K.E., Kobaslija M., and McQuade D.T. Org. Biomol. Chem. 3 (2005) 2899
2. Sydnes M.O., Kuse M., and Isobe M. Tetrahedron 64 (2008) 6406
3. Wipf P., and Venkatraman S. J. Org. Chem. 61 (1996) 8004
4. Attanasi O.A., Berretta S., Crescentini L.D., Favi G., Filippone P., Giorgi G., Lillini S., and Mantellini F. Tetrahedron Lett. 48 (2007) 2449
5. Attanasi O.A., Crescentini L.D., Favi G., Filippone P., Giorgi G., Mantellini F., Perrulli F.R., and Spinelli D. Tetrahedron Lett. 49 (2008) 3837
6. Padwa A., Beall L.S., Heidelbaugh T.M., Bing L., and Sheehan S.M. J. Org. Chem. 65 (2000) 2684
7. McManus S.P., Lee K.Y., and Pittman C.U. J. Org. Chem. 39 (1974) 3041
8. Jagodziñski T.S. Chem. Rev. 103 (2003) 197
9. Prokopcová H., and Kappe C.O. J. Org. Chem. 72 (2007) 4440
10. Bitton A. Inflamm. Bowel Dis. 11 (2005) 513
11. Kaboudin B., and Elhamifar D. Synlett (2006) 224
12. Brillon D. Sulfur Rep. 12 (1992) 297
13. Hartke K., and Gerber H.-D. J. Prakt. Chem. 338 (1996) 763
14. Plechkova N.V., and Seddon K.R. Chem. Rev. 37 (2008) 123
15. Welton T. Coord. Chem. Rev. 248 (2004) 2459
16. Su W., Yang D., Jin C., and Zhang B. Tetrahedron Lett. 49 (2008) 3391
17. Mohammadpoor-Baltork I., Khosropour A.R., and Hojati S.F. Catal. Commun. 8 (2007) 200
18. Khosropour A.R., Khodaei M.M., and Beygzadeh M. Heteroat. Chem. 18 (2007) 684
19. Khosropour A.R., Khodaei M.M., and Hoseini Jomor S. J. Heterocycl. Chem. 45 (2008) 683
20. Khosropour A. Ultrason. Sonochem. 15 (2008) 659
21. Khosropour A.R., Mohammadpoor-Baltork I., and Ghorbankhani H. Catal. Commun. 7 (2006) 713
22. Khosropour A.R., Mohammadpoor-Baltork I., and Ghorbankhani H. Tetrahedron Lett. 47 (2006) 3561
23. Khosropour A.R. Can. J. Chem. 86 (2008) 264
24. 3OTf was prepared according to the literature, see:. Iranpoor N., and Zeynizadeh B. Synth. Commun. 29 (1999) 2747
25. 5NOS: C, 47.23; H, 3.96; N, 11.01; S, 25.22. Found: C, 46.96; H, 4.10; N, 11.17; S, 25.67.