Copper-Catalyzed Bromodifluoroacetylation of Alkenes with Ethyl Bromodifluoroacetate

被引：43
|
作者：
Li, Dengke [1 ,2 ,3 ]
Mao, Tingting [1 ,2 ]
Huang, Jinbo [1 ,2 ]
Zhu, Qiang [1 ,2 ]
机构：
[1] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, State Key Lab Resp Dis, Guangzhou 510530, Guangdong, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Qujing Normal Univ, Coll Chem & Environm Sci, Qujing 655011, Yunnan, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 17期
基金：
中国国家自然科学基金;
关键词：
LIGHT PHOTOREDOX CATALYSIS; TRANSFER RADICAL-ADDITION; C-H FUNCTIONALIZATION; CARBOXYLIC-ACIDS; DIFLUOROMETHYL BROMIDES; UNACTIVATED ALKENES; MEDICINAL CHEMISTRY; TRIFLUOROMETHYLATION; DIFLUOROALKYLATION; DIFLUOROACETYLATION;
D O I：
10.1021/acs.joc.8b01434
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Cu-catalyzed regioselective bromodifluoroacetylation of alkenes, using ethyl bromodifluoroacetate (BrCF2CO2Et) as a difluoroacetylating reagent, has been disclosed. The reaction proceeds under mild conditions, and possible byproducts generated from hydrodifluoroacetylation and/or direct alkenyl C-H difluoroacetylation are not observed. Mechanistic studies confirm that the atom transfer radical addition (ATRA) process is involved in this alkene difunctionalization reaction.
引用
收藏
页码：10445 / 10452
页数：8
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