Access to Difluoromethylated Arenes by Pd-Catalyzed Reaction of Arylboronic Acids with Bromodifluoroacetate

被引：184

作者：

Feng, Zhang ^{[1
]}

Min, Qiao-Qiao ^{[1
]}

Zhang, Xingang ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 01期

基金：

中国国家自然科学基金;

关键词：

COPPER-MEDIATED DIFLUOROMETHYLATION; ARYL BORONIC ACIDS; ORGANIC HALIDES; IODIDES; TRIFLUOROMETHYLATION; REAGENTS; BROMIDES; CHLORODIFLUOROACETATE; DIFLUOROCARBENE; ACTIVATION;

D O I：

10.1021/acs.orglett.5b03206

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented example of Pd-catalyzed difluoromethylation of aryl boronic acids with bromodifluoroacetate is described. The reaction proceeds under mild reaction conditions with hydroquinone and Fe(acac)(3) as additives. Preliminary mechanistic studies reveal that a difluorocarbene pathway is involved in the reaction, which is unusual compared to the most traditional approaches. This reaction has advantages of high efficiency and excellent functional group compatibility, even toward bromide and hydroxy group, thus providing a useful protocol for drug discovery and development.

引用

页码：44 / 47

页数：4

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