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Merck
CN
  • I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide.

I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide.

Organic letters (2015-02-05)
Yu-Feng Liang, Kai Wu, Song Song, Xinyao Li, Xiaoqiang Huang, Ning Jiao
摘要

An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary Csp(3)-H bonds as well as more challenging secondary Csp(3)-H bonds could be hydroxylated in this transformation. The reaction is mild, less toxic and easy to perform.