烷基硫化物作为有前途的硫源：通过简单硫化物与卤代烷烃的 transalkylation 无金属合成芳基烷基硫化物和二烷基硫化物。

Alkyl Sulfides as Promising Sulfur Sources: Metal-Free Synthesis of Aryl Alkyl Sulfides and Dialkyl Sulfides by Transalkylation of Simple Sulfides with Alkyl Halides.

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410081, Hunan Province, China.

Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.

出版信息

Chem Asian J. 2018 Dec 18;13(24):3833-3837. doi: 10.1002/asia.201801679. Epub 2018 Nov 27.

DOI:10.1002/asia.201801679

PMID:30444061

Abstract

A site-selective metal-free dealkylative approach to synthesize aryl alkyl and symmetrical dialkyl sulfides has been developed. This procedure is convenient and has wide functional group tolerance giving rise to sulfides carrying various alkyl chains from simple alkyl sulfides and alkyl halides in good to excellent yields. This transalkylation proceeds by an ionic mechanism via sulfonium intermediates and it was proposed that dimethylacetamide (DMAC) may participate in part to promote the reaction.

摘要

开发了一种选择性的无金属脱烷基方法来合成芳基烷基和对称二烷基硫醚。该方法简便，官能团容忍度广，可从简单的烷基硫醚和烷基卤化物中以良好至优秀的收率得到各种烷基链的硫醚。这种烷基转移反应通过离子机理经过锍中间体进行，并且据推测二甲基乙酰胺（DMAC）可能部分参与以促进反应。