Radical Hydroboration and Hydrosilylation of gem-Difluoroalkenes: Synthesis of α-Difluorinated Alkylborons and Alkylsilanes

被引：49

作者：

Liu, Xiaozu ^{[1
]}

Lin, E. Emily ^{[2
]}

Chen, Guojun ^{[1
]}

Li, Ji-Lin ^{[2
]}

Liu, Peijun ^{[1
]}

Wang, Honggen ^{[2
]}

机构：

[1] Zunyi Med Univ, Sch Pharm, Gener Drug Res Ctr Guizhou Prov, Key Lab Biocatalysis & Chiral Drug Synth Guizhou, Zunyi 563006, Guizhou, Peoples R China

[2] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 20期

基金：

中国国家自然科学基金;

关键词：

ARYL BORONIC ACIDS; FLUORINE; BORYLATION; ANALOGS;

D O I：

10.1021/acs.orglett.9b03218

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A first example of radical hydroboration and hydrosilylation of gem-difluoroalkenes using ABIN as the radical initiator is described. This protocol features good functional group tolerance, operational simplicity, high atom economy, and easy scale-up, enabling efficient assembly of a wide range of alpha-difluorinated alkylborons and alkylsilanes in moderate to excellent yields. The synthetic utility of these products is demonstrated by further transformation of the C-B bond and C-Si bond into valuable CF2-containing molecules.

引用

页码：8454 / 8458

页数：5

共 56 条

[21] Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners [J].