Pd II /Cu I -Cocatalyzed Radical Arylation of gem -Difluoroalkenes Using Arylsulfonyl Chlorides

A Pd /Cu -cocatalyzed arylation of -difluoroalkenes with arylsulfonyl chlorides, affording various defluorinative arylation/1,2-difunctionalized products, was developed. The interception of aryl radicals generated from the reduction of arylsulfonyl chlorides delivers some hypervalent Pd species, whi...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-12, Vol.89 (23), p.17761
Main Authors: Huang, Jiahui, Li, Yixiao, You, Yuantao, He, Xingying, Wang, Xiaozhen, Yuan, Kedong
Format: Article
Language:English
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Summary:A Pd /Cu -cocatalyzed arylation of -difluoroalkenes with arylsulfonyl chlorides, affording various defluorinative arylation/1,2-difunctionalized products, was developed. The interception of aryl radicals generated from the reduction of arylsulfonyl chlorides delivers some hypervalent Pd species, which present high reactivities and chemoselectivities toward the defluorinative arylation product formation. Besides, the nature of the electron-deficient Pd metal center is more prone to reductive elimination under acidic conditions, providing an opportunity to explore new reactivates of fluorinated alkenes into more elaborate substructures.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c00709