Uncatalyzed synthesis of thiomorpholide using polyethylene glycol as green reaction media

Green Chemistry Letters and Reviews

Volumn 3, Issue 4, 2010, Pages 315-318

  Gawande, Shrikant S ^a   Bandgar, Babasaheb P ^b   Kadam, Prasad D ^b   Sable, Shailesh S ^c  

^a SWAMI RAMANAND TEERTH MARATHWADA UNIVERSITY   (India)

^b SOLAPUR UNIVERSITY   (India)

^c NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Polyethylene glycol 600; Sulfur; Thiomorpholide; Willgerodt kindler reaction

Indexed keywords

EID: 78650068391     PISSN: 17518253     EISSN: 17517192     Source Type: Journal    
DOI: 10.1080/17518253.2010.486772     Document Type: Letter

References (28)

1. Smith, J.; Liras, J.L.; Schneider, S.E.; Anslyn, E.V. J. Org. Chem. 1996, 61, 8811-8818.
2. Mallams, A.K.; Morton, J.B.; Reichert, P.J. J. Chem. Soc. Perkin Trans. 1981, 1, 2186-2208.
3. Schroeder, D.C. Chem. Rev. 1955, 55, 181-228.
4. Sarkis, G.Y.; Faisal, E.D. J. Heterocycl. Chem. 1985, 22,137-140.
5. Bandgar, B.P.; Gawande, S.S.; Warangkar, S.C.; Totre, J.V. Bioorg. Med. Chem. 2010, 18, 3618-3624.
6. Metzner, P. Synthesis 1992, 12, 1185-1199.
7. Weinstein, B., Ed., Chemistry and Biochemistry of Amino Acids, Peptides and Proteins: a survey of recent developments, Marcel Dekker Inc., New York, 1983; Vol. 7, pp. 267-357.
8. Jagodzinski, S.T. Chem. Rev. 2003, 103, 197-227.
9. Griffin, T.S.; Woods, T.S.; Klayman, D.L. In Advances in Heterocyclic Chemistry; Katritzky, A.R., Boulton, A.J., Eds.; Academic Press: New York, 1975; Vol. 18, pp 99.
10. Moghaddam, F.M.; Boinee, H.Z. Tetrahed. Lett. 2003,44,6253-6255.
11. Moghaddam, F.M.; Boinee, H.Z. Tetrahedron 2004, 60,6085-6089.
12. Brown, E.V. Synthesis 1975, 358-373,
13. Sheldon, R. J. Chem. Soc. Chem. Commun. 2001, 2399-2407.
14. Gordon, C.M. Appl. Catal. A: Gen. 2001, 222, 101-117.
15. Nooshabadi, M.; Aghapoor, K.; Darabi, H.R.; Mojtahedi, M.M. Tetrahed. Lett. 1999, 44, 7549-7552.
16. Moghaddam, F.M.; Hojabri, L.; Dohendou, M. Synth. Commun. 2003, 24, 4279-4284.
17. Yadav, J.S.; Reddy, B.V.S.; Kondaji, G.; Reddy, J.S.S.; Nagaiah, K. J. Mol. Catal. A: Chem. 2007, 266,249-253.
18. Laus, G.; Bentivoglio, G.; Schottenberger, H.; Kahlenberg, V.; Kopacka, H.; Roder, T.; Sixta, H. Lenzinger Berichte 2005, 84, 71-85.
19. Harris, J.M.; Hundley, N.H.; Shannon, T.G.; Evelyn, C. J. Org. Chem. 1982, 47, 4789-4791.
20. Baj, S.; Siewniak, A. Appl. Catal. A: Gen. 2007, 321,175-179.
21. Heldebrant, D.J.; Jessop, P.G. J. Am. Chem. Soc. 2003,125,5600-5601.
22. Chen, J.; Spear, S.K.; Huddleston, J.G.; Rogers, R.D. Green Chem. 2005, 7, 64-82.
23. Kleber, C.; Andrade, Z.; Alves, L.M. Curr. Org. Chem. 2005, 9, 195-218.
24. Feng, B.; Hu, Y.; Li, H.; Hou, Z.S. Chin. J. Org. Chem. 2008, 28, 381-389.
25. Kidwai, M.; Bhatnagar, D.; Mishra, N.K.; Bansal, V. Catal. Commun. 2008, 9, 2547-2549.
26. Bandgar, B.P.; Patil, S.A.; Korbad, B.L.; Bandgar, S.B.; Hote, B.S. Aust. J. Chem. 2008, 61 (7), 552-555.
27. Bandgar, B.P.; Patil, S.A.; Korbad, B.L.; Bandgar, S.B.; Hote, B.S.; Chavan, V. Aust. J. Chem. 2008, 61 (9),700-703.
28. Das, B.; Krishnaiah, M.; Balasubramanyam, P.; Veeranjaneyulu, B.; Kumar, D.N. Tetrahed. Lett. 2008,49,2225-2227.