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

Author:

Chen Ya1,Wanga Quanyuan1,Penga Keyi1,Chenga Lilei1,Shea Ziyi1,Deng Guo‐Jun12

Affiliation:

1. 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

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

Abstract

Comprehensive SummaryA 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.

Funder

National Natural Science Foundation of China

Hunan Provincial Innovation Foundation for Postgraduate

Hunan Provincial Natural Science Foundation

Publisher

Wiley

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