Tetrabutylammonium peroxydisulfate in organic synthesis. XII. A convenient and practical procedure for the selective oxidation of thiols to disulfides with tetrabutylammonium peroxydisulfate under solvent-free conditions

Synthetic Communications

Volumn 32, Issue 22, 2002, Pages 3487-3492

  Chen, Fen Er ^a   Lu, Yun Wen ^a   He, Yan Ping ^a   Luo, You Fu ^a   Yan, Ming Guo ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

DISULFIDE; SULFATE; TETRABUTYLAMMONIUM PEROXYDISULFATE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; OXIDATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0036033075     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120014782     Document Type: Article

References (35)

1. Part XI, Chen, F.E.; Ling, X.H.; He, Y.P.; Peng, X.H. Synthesis 2001, in press.
2. Jocelyn, D.C. Biochemistry of the Thiol Group; Academic Press: New York, 1992; pp. 1.
3. Capozzi, G.; Modena, G.; Patai, S. The Chemistry of the Thiol Group; Wiley: New York, 1974; pp. 785.
4. Lam, J.; Bildose, H.; Christensen, L.P.; Thomsen, T. Acta Acta Chem. Scand. Ser B 1989, 43, 799.
5. Srivastav, V.; Gupta, R.; Guptam, R.R. Indian J. Chem. 2000, 39B, 223.
6. Metzner, P. Synthesis 1992, 1185.
7. Liu, K.T.; Tong, I.C. Synthesis 1978, 669.
8. Drabowicz, J.; Mikolajczyk, M. Synthesis 1980, 32.
9. Aida, T.; Akasaka, T.; Furukawa, N.; Oace, S. Bull. Chem. Soc. Jpn. 1976, 49, 1441.
10. Sato, T.; Otera, J.; Nozaki, H. Tetrahedron Lett. 1990, 31, 3591.
11. Iranpoor, N.; Zeynizadeh, B. Synthesis 1999, 49.
12. Noureldin, M.; Hendry, C.J.; Lee, D.G. Synthesis 1998, 1587.
13. Kesavan, V.; Bonnet-Delpon, D.; Begue, J.P. Synthesis 2000, 223.
14. Hirano, M.; Yakabe, S.; Fukami, M.; Morimoto, T. Synth. Commun. 1997, 27, 2783.
15. Firouzabadi, H.; Iranpoor, N.; Zolifigol, M.A. Synth. Commun. 1998, 28, 1179.
16. Iranpoor, N.; Salehi, P.; Shiriny, F. J. Org. Prep. Proc. Int. 1995, 27, 216.
17. Firouzabadi, H.; Mohammadpour-Baltork, I. Bull. Chem. Soc. Jpn. 1992, 65, 1131.
18. Firouazabadi, H.; Iranpoor, W.; Zolfigol, M.A. Synth. Commun. 1998, 28, 1179.
19. Hajipour, A.R.; Mallakpour, S.E. Chem. J. Res. 2000, 32.
20. Huang, X.; Chan, C.C. Synthesis 1982, 1091.
21. (a) Freeman, F.; Keindl, M.C.; Hedry, N.P.; Brinkmas, E.; Masse, J.A. Synthesis 1989, 714;
22. (b) Sergio, L.S.; Pardini, V.L.; Viertler, H. Synth. Commun. 1990, 20, 393.
23. Sridhar, M.; Vadirvel, S.K.; Bhalerao, U.T. Synth. Commun. 1998, 1499.
24. Rao, K.R.; Kumar, H.M.S. Bioord. Med. Chem. Lett. 1991, 1, 507.
25. Tanaka, K.; Toda, F. Chem. Rev. 2000, 100, 1025.
26. (a) Chen, F.E.; Yang, J.S.; Zhang, H.; Guan, C.S.; Wan, J.L. Synth. Commun. 1995, 25, 3163;
27. (b) Chen, F.E.; Wang, J.L.; Guan, C.S.; Yang, J.S.; Zhang, H. Synth. Commun. 1996, 26, 253;
28. (c) Chen, F.E.; Liu, A.C.; Yan, Q.J.; Liu, M.X.; Zhang, D.M.; Shao, L.Y. Synth. Commun. 1999, 29, 1049;
29. (d) Chen, F.E.; Peng, Z.L.; Fu, H.; Liu, J.B.; Shao, L.Y. J. Chem. Res. (S) 1999, 726;
30. (e) Chen, F.E.; Fu, H.; Meng, G.; Cheng, Y.; Hu, Y.L. Synthesis 2000, 1091;
31. (f) Chen, F.E.; Peng, Z.Z.; Fu, H.; Meng, G.; Cheng, Y.; Lu, Y.X. Synlett 2000, 627.
32. Rogers, T.M.; Camphell, T.W. J. Am. Chem. Soc. 1952, 74, 4724.
33. Miller, E.; Crossleg, F.S.; Moore, M.L. J. Am. Chem. Soc. 1942, 64, 2322.
34. Nishimura, H.; Mizutan, J. J. Org. Chem. 1975, 40, 1567.
35. Jung, J.C.; Chai, H.C.; Kim, Y.H. Tetrahedron Lett. 1993, 34, 3581.