Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene

TETRAHEDRON LETTERS

卷:55

Article

Thanh Vinh Nguyen¹  Hall, Michael¹ 

[1] Curtin Univ, Dept Chem, Perth, WA 6102, Australia

关键词: Swern oxidation;    Cycloheptatriene;    Tropylium ions;    Aromatic cations;    Alcohol oxidation;   

DOI  :  10.1016/j.tetlet.2014.10.100

来源: Elsevier

【 摘 要 】

A new dimethylsulfoxide activation method employing 1,1-dichlorocycloheptatriene has been developed for a mild Swern-type oxidation of a variety of alcohols. The carbonyl products can be obtained in good to excellent yields from this operationally simple and efficient method. This work is the first report of dimethylsulfoxide activation by a simple chlorinated hydrocarbon reagent, which has the unique ability of equilibrating to its reactive aromatic cationic form. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

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