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铜/联频哪醇硼酸酯催化亚甲基环丙烷与溴代二氟乙酸酯和乙酰胺的二氟烷基化反应:含CF的二氢萘衍生物的一锅法合成

Copper/Bpin-Catalyzed Difluoroalkylation of Methylenecyclopropanes with Bromodifluorinated Acetates and Acetamides: One-Pot Synthesis of CF-Containing Dihydronaphthalene Derivatives.

作者信息

Liu Chuang, Yang Yan-Jie, Dong Jun-Ying, Zhou Ming-Dong, Li Lei, Wang He

机构信息

School of Chemistry and Materials Science , Liaoning Shihua University , Fushun 113001 , P. R. China.

出版信息

J Org Chem. 2019 Aug 16;84(16):9937-9945. doi: 10.1021/acs.joc.9b01106. Epub 2019 Aug 7.

Abstract

Novel copper/Bpin-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.

摘要

据报道,通过涉及开环/分子内环化的串联自由基过程,新型铜/频哪醇硼酸酯催化亚甲基环丙烷与溴二氟乙酸酯和乙酰胺的二氟烷基化反应得以实现。该方案不仅能耐受多种底物,还适用于有用的二氟甲基化化合物的合成。此外,该反应可以克级规模进行且产率很高,这为实际应用开辟了可能性。

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