Copper/B2pin2‑Catalyzed Difluoroalkylation of Methylenecyclopropanes with Bromodifluorinated Acetates and Acetamides: One-Pot Synthesis of CF2‑Containing Dihydronaphthalene Derivatives

Novel copper/B2pin2-catalyzed difluoroalkylation of methylenecyclopropanes with bromodifluorinated acetates and acetamides via a tandem radical process involving ring-opening/intramolecular cyclization has been reported. This protocol is not only tolerated to a diverse range of substrates but also a...

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Veröffentlicht in:Journal of organic chemistry 2019-08, Vol.84 (16), p.9937-9945
Hauptverfasser: Liu, Chuang, Yang, Yan-Jie, Dong, Jun-Ying, Zhou, Ming-Dong, Li, Lei, Wang, He
Format: Artikel
Sprache:eng
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Zusammenfassung:Novel copper/B2pin2-catalyzed difluoroalkylation of methylenecyclopropanes with bromodifluorinated acetates and acetamides via a tandem radical process involving ring-opening/intramolecular cyclization has been reported. This protocol is not only tolerated to a diverse range of substrates but also applicable to the synthesis of useful difluoromethylated compounds. Moreover, the reaction could be performed on a gram scale with a high yield, which opens up the possibility for practical applications.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01106