高效镍催化的形成C-P键的C-S键膦酰化反应。

Efficient nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds.

作者信息

Yang Jia, Xiao Jing, Chen Tieqiao, Yin Shuang-Feng, Han Li-Biao

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China.

National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki 305-8565, Japan.

出版信息

Chem Commun (Camb). 2016 Oct 6;52(82):12233-12236. doi: 10.1039/c6cc06048j.

DOI:10.1039/c6cc06048j

PMID:27711273

Abstract

The first nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds is developed. This transformation can proceed readily with the simple Ni(cod) at a loading down to 0.1 mol% at the 10 mmol scale. A variety of aryl sulfur compounds, i.e. sulfides, sulfoxides and sulfones all couple with P(O)-H compounds to produce the corresponding organophosphorus compounds in high yields, which provides an efficient new method for the construction of C-P bonds.

摘要

首次实现了镍催化的碳-硫键磷酰化反应以形成碳-磷键。在10 mmol规模下，使用负载量低至0.1 mol%的简单Ni(cod)，该转化反应就能顺利进行。各种芳基硫化合物，即硫化物、亚砜和砜，都能与P(O)-H化合物发生偶联反应，以高产率生成相应的有机磷化合物，这为构建碳-磷键提供了一种高效的新方法。