通过膦酸硫酯硫原子上的取代反应合成苄基硫醚。

Synthesis of benzyl sulfides via substitution reaction at the sulfur of phosphinic acid thioesters.

机构信息

Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.

出版信息

Chem Commun (Camb). 2020 May 28;56(43):5771-5774. doi: 10.1039/d0cc02039g.

DOI:10.1039/d0cc02039g

PMID:32319976

Abstract

An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.

摘要

公开了膦酸硫酯的双反应性亲电性。在膦酸硫酯与苄基格氏试剂的反应中发生了意想不到的碳-硫键形成。开发的苄基硫化物方法具有广泛的底物范围，可用于合成药物类似物。