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醇的脱羟基磺酰化反应

Dehydroxylative Sulfonylation of Alcohols.

作者信息

Xiang Yi-Jun, Liu Shun, Zhou Jing, Lin Jin-Hong, Yao Xu, Xiao Ji-Chang

机构信息

Institute of Pharmacy and Pharmacology, Hunan Provincial Key Laboratory of Tumor Microenvironment Responsive Drug Research, University of South China, 421001 Hengyang, PR China.

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, 200032 Shanghai, PR China.

出版信息

J Org Chem. 2023 Apr 7;88(7):4818-4828. doi: 10.1021/acs.joc.2c03085. Epub 2023 Mar 13.

Abstract

Described here is the RP/ICHCHI-promoted dehydroxylative sulfonylation of alcohols with a variety of sulfinates. In contrast to previous dehydroxylative sulfonylation methods, which are usually limited to active alcohols, such as benzyl, allyl, and propargyl alcohols, our protocol can be extended to both active and inactive alcohols (alkyl alcohols). Various sulfonyl groups can be incorporated, such as CFSO and HCFSO, which are fluorinated groups of interest in pharmaceutical chemistry and the installation of which has received increasing attention. Notably, all reagents are cheap and widely available, and moderate to high yields were obtained within 15 min of reaction time.

摘要

本文描述了RP/ICHCHI促进的醇与各种亚磺酸盐的脱羟基磺酰化反应。与以往通常限于活性醇(如苄醇、烯丙醇和炔丙醇)的脱羟基磺酰化方法不同,我们的方法可扩展至活性和非活性醇(烷基醇)。可以引入各种磺酰基,如CFSO和HCFSO,它们是药物化学中感兴趣的含氟基团,其引入受到越来越多的关注。值得注意的是,所有试剂价格便宜且易于获得,在15分钟的反应时间内可获得中等到高的产率。

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