Copper/Photoredox-Catalyzed Regioselective 1,4-Addition to 1,3-Enynes: A Convenient Access to Perfluoroalkylated Allenes

被引:0
|
作者
Chen, Ya [1 ]
Wang, Quanyuan [1 ]
Peng, Keyi [1 ]
Cheng, Lilei [1 ]
She, Ziyi [1 ]
Deng, Guo-Jun [1 ,2 ]
机构
[1] Xiangtan Univ, Coll Chem, Key Lab Green Organ Synth & Applicat Hunan Prov, Key Lab Environmentally Friendly Chem & Applicat,M, Xiangtan 411105, Hunan, Peoples R China
[2] Henan Normal Univ Xinxiang, Dept Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorinated allenes; 1,3-Enynes; Photoredox; Fluoroalkylation; Multicomponent reactions; Difunctionalization; Radicals; Regioselectivity; TRIFLUOROMETHYLATION; FACILE;
D O I
10.1002/cjoc.202400207
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general and broadly applicable copper and photoredox dual-catalyzed multicomponent 1,4-perfluoroalkylcyanation of 1,3-enynes has been developed. This protocol enjoys success with high regioselectivity, mild reaction conditions, and excellent functional-group tolerance, allowing the facile synthesis of structurally diverse perfluoroalkylated allenes from readily available fluoroalkyl halides, 1,3-enynes and TMSCN in a one-pot manner. A reasonable mechanism has been proposed according to a series of control experiments.
引用
收藏
页码:2023 / 2028
页数:6
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