Organic Chemistry Portal

Abstracts

Search:

I2- or NBS-Catalyzed Highly Efficient α-Hydroxylation of Ketones with Dimethyl Sulfoxide

Yu-Feng Liang, Kai Wu, Song Song, Xinyao Li, Xiaoqiang Huang and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China, Email: jiaoningpku.edu.cn

Y.-F. Liang, K. Wu, S. Song, X. Li, X. Huang, N. Jiao, Org. Lett., 2015, 17, 876-879.

DOI: 10.1021/ol5037387 (free Supporting Information)


see article for more reactions

Abstract

In an efficient α-hydroxylation of carbonyls compounds, readily available I2 or NBS was used as catalyst and DMSO as terminal oxidant. The reaction is mild, less toxic, easy to perform and allows the conversion of a diverse range of tertiary as well as secondary Csp3-H bonds.


see article for more examples



Key Words

hydroxyketones, DMSO


ID: J54-Y2015