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通过简单无机碱催化,利用硅烷实现羧酸的耐空气直接硫酯化反应。

Air-Tolerant Direct Thiol Esterification with Carboxylic Acids Using Hydrosilane via Simple Inorganic Base Catalysis.

作者信息

Xuan Maojie, Lu Chunlei, Liu Meina, Lin Bo-Lin

机构信息

School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , People's Republic of China.

School of Physical Science and Technology (SPST) , ShanghaiTech University , Shanghai 201210 , People's Republic of China.

出版信息

J Org Chem. 2019 Jun 21;84(12):7694-7701. doi: 10.1021/acs.joc.9b00500. Epub 2019 Jun 11.

Abstract

Direct thioesterification of carboxylic acids with thiols using nontoxic activation agents is highly desirable. Herein, an efficient and practical protocol using safe and inexpensive industrial waste polymethylhydrosiloxane as the activation agent and KPO with 18-crown-6 as a catalyst is described. Various functional groups on carboxylic acid and thiol substituents can be tolerated by the present system to afford thioesters in yields of 19-100%.

摘要

使用无毒活化剂将羧酸与硫醇直接硫酯化是非常可取的。在此,描述了一种高效且实用的方法,该方法使用安全且廉价的工业废料聚甲基氢硅氧烷作为活化剂,并以18-冠-6的KPO作为催化剂。本体系能够耐受羧酸和硫醇取代基上的各种官能团,以19%-100%的产率得到硫酯。

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