A highly advantageous metal-free approach to diaryl disulfides in water

Green Chemistry

Volumn 9, Issue 4, 2007, Pages 315-31

  Carril, Mónica ^a   SanMartin, Raul ^a   Domínguez, Esther ^a   Tellitu, Imanol ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34047157102     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/b614623f     Document Type: Article

References (15)

1. K. Tanaka K. Ajiki Tetrahedron Lett. 2004 45 5677.
2. T. Kondo T.-A. Mitsudo Chem. Rev. 2000 100 3205.
3. S. Kumar L. Engman J. Org. Chem. 2006 71 5400.
4. T. Maddanimath Y. B. Khollam M. Aslam I. S. Mulla K. Vijayamohanan J. Power Sources 2003 124 133.
5. For procedures using iron (III) salts, see: N. Iranpoor B. Zeynizadeh Synthesis 1999 49; Cobalt (II) salts.
6. S. M. S. Chauhan A. Kumar K. A. Srinivas Chem. Commun. 2003 2348; Chromium salts.
7. S. Patel B. K. Mishra Tetrahedron Lett. 2004 45 1371; Rhodium salts.
8. M. Arisawa C. Sugata M. Yamaguchi Tetrahedron Lett. 2005 46 6097. For some protocols using non-metallic reagents, see.
9. M. M. Hashemi H. Ghafuri Z. Karimi-Jaberi J. Sulfur Chem. 2006 27 165.
10. B. Karami M. Montazerozohori M. H. Habibi Molecules 2005 10 1358.
11. Although a series of preliminary assays proved unsuccessful, the extension of this methodology to the synthesis of dialkyl disulfides is currently being investigated.
12. The major drawback of some of the protocols for the oxidation of thiols reported thus far is the troublesome purification of the obtained disulfides, especially when using metallic or halide reagents. See ref. 4.
13. Examples of aerobic oxidations of thiols are scarce in the literature and the reported examples require an external input of oxygen and, in some cases, even the presence of a metallic catalyst. See.
14. M. Kirihara K. Okubo T. Uchiyama Y. Kato Y. Ochiai S. Matsushita A. Hatano K. Kanamorf Chem. Pharm. Bull. 2004 52 625.
15. T. J. Wallace A. Schriesheim W. Bartok J. Org. Chem. 1963 28 1311.