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碘催化的交叉脱氢偶联反应:二甲亚砜作为氧化剂的咪唑杂环的区域选择性磺化反应。

Iodine-Catalyzed Cross Dehydrogenative Coupling Reaction: A Regioselective Sulfenylation of Imidazoheterocycles Using Dimethyl Sulfoxide as an Oxidant.

机构信息

Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka, India.

出版信息

J Org Chem. 2016 Sep 2;81(17):7838-46. doi: 10.1021/acs.joc.6b01487. Epub 2016 Aug 15.

Abstract

A regioselective formation of C-S bonds has been achieved using a cross dehydrogenative coupling (CDC) protocol using iodine as a catalyst and dimethyl sulfoxide as an oxidant under green chemistry conditions. This strategy employs the reaction of easily available heterocyclic thiols or thiones with imidazoheterocycles. This protocol provides an efficient, mild, and inexpensive method for sulfenylation of imidazoheterocycles with a diverse range of heterocyclic thiols and heterocyclic thiones.

摘要

使用碘作为催化剂和二甲亚砜作为氧化剂的交叉脱氢偶联(CDC)协议实现了 C-S 键的区域选择性形成,在绿色化学条件下进行。该策略采用易得的杂环硫醇或硫酮与咪唑杂环的反应。该方案为咪唑杂环的各种杂环硫醇和杂环硫酮的磺化提供了一种有效、温和且廉价的方法。

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