Palladium-Catalyzed Fluoroarylation of gem-Difluoroenynes to Access Trisubstituted Trifluoromethyl Allenes

Various new transformations of gem-difluoroalkenes leading to trifluoromethyl substituted compounds have been well established in the past years. However, the development of new transformations of gem-difluoroenynes lags much behind. Herein is reported the fluoroarylation of 1,1-difluoro-1,3-enynes...

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Bibliographic Details
Published in:Organic letters 2020-07, Vol.22 (13), p.5229-5234
Main Authors: Qi, Shutao, Gao, Shiquan, Xie, Xiaoxiao, Yang, Junfeng, Zhang, Junliang
Format: Article
Language:English
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Summary:Various new transformations of gem-difluoroalkenes leading to trifluoromethyl substituted compounds have been well established in the past years. However, the development of new transformations of gem-difluoroenynes lags much behind. Herein is reported the fluoroarylation of 1,1-difluoro-1,3-enynes with aryl halides in the presence of silver fluoride affording trisubstituted trifluoromethyl allenes under the catalysis of palladium. The reaction features mild conditions, high functional-group tolerance, and high regioselectivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01887