Advanced reagent for thionation: Rapid synthesis of primary thioamides from nitriles at room temperature

Journal of Sulfur Chemistry

Volumn 28, Issue 3, 2007, Pages 233-237

  Goswami, S ^a   Maity, A C ^a   Das, N K ^a  

^a INDIAN INSTITUTE OF ENGINEERING SCIENCE AND TECHNOLOGY   (India)

Author keywords

Nitriles; Phosphorus pentasulfide; Sodium dithionite; Sodium sulfite; Thioamides

Indexed keywords

SODIUM SULFITE; SYNTHESIS (CHEMICAL);

NITRILE; PRIMARY THIOAMIDES; RAPID SYNTHESIS; REAGENT SYSTEMS; SODIUM DITHIONITE; THIOAMIDES; THIONATION;

CYANIDES;

EID: 34249083805     PISSN: 17415993     EISSN: 17416000     Source Type: Journal    
DOI: 10.1080/17415990701314069     Document Type: Article

References (30)

1. K. Brown, D.P. Cater, J.F. Cavalla, D. Green, R.A. Newberry, A.B. Wilson. J. Med. Chem., 17, 1177 (1974).
2. R.H. Rynbrandt, E.E. Nishizawa, D.P. Balgoyen, A.R. Mendoza, K.A. Annis. J. Med. Chem., 24, 1507 (1981).
3. R.P. Pioch. U. S. Patent, 4, 382 (1983); Chem. Abstr., 99, 43, (1983).
4. G. Schwarz. Org. Synth. Coll. Vol., III, 332 (1995).
5. W. Walter, K.D. Bode. Angew. Chem., Int. Ed. Engl., 5, 447 (1966).
6. M.P. Cava, M.I. Levinson. Tetrahedron, 41, 5061 (1985).
7. K. Hartke, H.-D. Gerber. J. Prakt. Chem., 338, 763 (1996).
8. A.B. Charette, M. Grenon. J. Org. Chem., 68, 5792 (2003).
9. P.-Y. Lin, W.-S. Ku, M.-J. Shiao. Synthesis, 1219 (1992).
10. D. Brillon. Sulfur Rep., 12, 297 (1992).
11. R.A. Cherkasov, G.A. Kutyrev, A.N. Pudovik. Tetrahedron, 41, 2567 (1985).
12. V. Polshettiwar, M.P. Kaushik. J. Sulfur Chem., 27, 353 (2006).
13. C.H. Wang, F.-Y. Hwang, J.-M. Horng, C.-T. Chen. Heterocycles, 12, 1191 (1979).
14. R. Liboska, D. Zyka, M. Bobek. Synthesis, 1649 (2002).
15. M.-J. Shiao, L.-L. Lai, W.-S. Ku, P.-Y. Lin, J.-R. Hwu. J. Org. Chem., 58, 4742 (1993).
16. D. Brillon. Synth. Commun., 22, 1397 (1992).
17. M.C. Bagley, K. Chapaneri, C. Glover, E.A. Merritt. Synlett, 14, 2615 (2004).
18. P. Lidstrom, J. Tierney, B. Wathey, J. Westman. Tetrahedron, 57, 9225 (2001).
19. A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault, D. Mathe. Synthesis, 1213 (1998).
20. S.A. Galema. Chem. Soc. Rev., 26, 233 (1997).
21. S. Caddick. Tetrahedron, 51, 10403 (1995).
22. D. Brillon. Synth. Commun., 20, 3085 (1990).
23. B. Kaboudin, D. Elhamifar. Synthesis, 2, 224 (2006).
24. S.A. Banner. Tetrahedron Lett., 22, 1851 (1981).
25. R. Shabana, H.J. Meyer, S.O. Lawesson. Phosphorus Sulfur Relat. Elem., 25, 297 (1985).
26. D. Goff, J. Fernandez. Tetrahedron Lett., 40, 423 (1999).
27. A.E.S. Fairfull, J.L. Lowe, D.A. Peak. J. Chem. Soc., 742 (1952).
28. L. Cassar, S. Panossian, C. Giordano. Synthesis, 917 (1978).
29. E.C. Taylor, J.A. Zoltewicz. J. Am. Chem. Soc., 82, 2656 (1960).
30. G.C. Pappalaqrdo, S. Gruttadauria. J. Chem. Soc., Perkin Trans. 2, 1441 (1974).