Volume 42, Issue 17 pp. 2023-2028
Concise Report

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

Ya Chen

Corresponding Author

Ya Chen

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Quanyuan Wanga

Quanyuan Wanga

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

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Keyi Penga

Keyi Penga

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

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Lilei Chenga

Lilei Chenga

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

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Ziyi Shea

Ziyi Shea

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

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Guo-Jun Deng

Corresponding Author

Guo-Jun Deng

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China

Department School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 30 April 2024
Citations: 9

Comprehensive Summary

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.

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