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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 5
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Original Articles

Dimethyl Sulfoxide Pivaloyl Chloride: A New Reagent for Oxidation of Alcohols to Carbonyls

Abhishek Dubey Division of Organic Chemistry, National Chemical Laboratory, Pune, India
,
Subba Rao V. Kandula Division of Organic Chemistry, National Chemical Laboratory, Pune, India
&
Pradeep Kumar Division of Organic Chemistry, National Chemical Laboratory, Pune, IndiaCorrespondence[email protected]
Pages 746-753 | Received 10 Sep 2007, Published online: 15 Feb 2008
 
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Abstract

An efficient procedure for conversion of alcohols to the corresponding carbonyl compounds, an alternative to the classical Swern oxidation, is described. Pivaloyl chloride is employed as a mild and inexpensive electrophile. A possible reaction mechanism is proposed.

Acknowledgment

A. D. and S. V. K. thank Council of Scientific and Industrial Research (CSIR), New Delhi, for junior and senior research fellowships, respectively. Financial support from Department of Science and Technology (DST), New Delhi (Grant No. SR/S1/OC‐40/2003) is gratefully acknowledged. This is National Chemical Laboratory (NCL) communication no. 6704.

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