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Synthesis 2010(24): 4282-4286  
DOI: 10.1055/s-0030-1258283
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Trimethylsilyl Chloride Promoted Selective Desulfurization of Thiocarbonyls to Carbonyls with Hydrogen Peroxide

Kiumars Bahrami*a,b, Mohammad Mehdi Khodaei*a,b, Maryam Tajika
a Department of Chemistry, Razi University, Kermanshah 67149-67346, Iran
Fax: +98(831)4274559; e-Mail: kbahrami2@hotmail.com; e-Mail: mmkhoda@razi.ac.ir;
b Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah 67149-67346, Iran
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Publication History

Received 23 August 2010
Publication Date:
05 October 2010 (online)

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Abstract

In the presence of hydrogen peroxide and trimethylsilyl chloride, thiocarbonyls desulfurize to the corresponding carbonyls. The safe, operationally simple, general reaction gives excellent yields in short reaction times with no side reactions and excellent regioselectivity, which makes this process an attractive, environmentally benign alternative for the desulfurization of thiocarbonyls.

Key words

protecting groups - thiocarbonyls - desulfurization - trimethylsilyl chloride - hydrogen peroxide

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