Copper-Catalyzed Decarboxylative Atom Transfer Radical Addition of Iododifluoroacetate to Alkynyl Carboxylic Acids

被引：70
|
作者：
Li, Gang [1 ]
Cao, Yi-Xuan [1 ]
Luo, Chen-Guang [1 ]
Su, Yi-Ming [1 ]
Li, Yan [1 ]
Lan, Quan [1 ]
Wang, Xi-Sheng [1 ,2 ]
机构：
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet & Self Assembly Chem Organ Funct, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 19期
基金：
美国国家科学基金会;
关键词：
H-PHOSPHINE OXIDES; MEDIATED TRIFLUOROMETHYLATION; COUPLING REACTION; TERMINAL ALKYNES; FACILE SYNTHESIS; EFFICIENT; ALKENES; FLUORINE; DIFLUOROMETHYLATION; FUNCTIONALIZATION;
D O I：
10.1021/acs.orglett.6b02216
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first example of copper-catalyzed decarboxylative atom transfer radical addition of alkynyl carboxylic acids has been developed with a readily available fluoroalkyl halide. This novel protocol has demonstrated a unique difunctionalization of nonterminal alkynes with a broad substrate scope and excellent functional-group tolerance. Mechanistic investigations revealed that the catalytic cycle was initiated by the attack of a difluoroalkyl radical to an in situ generated alkynylcopper species.
引用
收藏
页码：4806 / 4809
页数：4
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