Palladium-Catalyzed Selective Synthesis of Perfluoroalkylated Enynes from Perfluoroalkyl Iodides and Alkynes

被引:20
作者
Qi, Xinxin [1 ]
Ai, Han-Jun [1 ]
Cai, Chuang-Xu [1 ]
Peng, Jin-Bao [1 ]
Zheng, Feng [2 ]
Wu, Xiao-Feng [1 ,3 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Xiasha Campus, Hangzhou 310018, Zhejiang, Peoples R China
[2] Chinese Acad Sci, Hangzhou Branch, Tech Inst Phys & Chem, 600 21 St, Hangzhou, Zhejiang, Peoples R China
[3] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
基金
中国国家自然科学基金;
关键词
Fluorinated compounds; Alkynes; Domino reactions; Enynes; Fluorine; Palladium; COPPER-MEDIATED DIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; ROOM-TEMPERATURE; BOND; CHEMISTRY; FLUORINE; ARENES; ARYL; DIFLUOROALKYLATION; ALKENES;
D O I
10.1002/ejoc.201700642
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An interesting palladium-catalyzed procedure for the synthesis of perfluoroalkylated enynes from perfluoroalkyl iodides and alkynes was developed. The reaction proceeds through the addition of iodoperfluoroalkanes to terminal alkynes and subsequent Sonogashira coupling with the same alkynes. This transformation could be conducted under mild reaction conditions with high efficiency and selectivity. Good functional group compatibility was observed, and a variety of perfluoroalkylated enynes products were isolated in good to excellent yields.
引用
收藏
页码:2940 / 2943
页数:4
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