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-二氟烯烃的自由基硼氢化和硅氢化反应:α-二氟烷基硼烷和烷基硅烷的合成。

Radical Hydroboration and Hydrosilylation of -Difluoroalkenes: Synthesis of α-Difluorinated Alkylborons and Alkylsilanes.

机构信息

Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, Generic Drug Research Center of Guizhou Province, School of Pharmacy , Zunyi Medical University , Zunyi 563006 , P.R. China.

School of Pharmaceutical Sciences , Sun Yat-sen University , Guangzhou 510006 , P.R. China.

出版信息

Org Lett. 2019 Oct 18;21(20):8454-8458. doi: 10.1021/acs.orglett.9b03218. Epub 2019 Oct 10.

Abstract

A first example of radical hydroboration and hydrosilylation of -difluoroalkenes using ABIN as the radical initiator is described. This protocol features good functional group tolerance, operational simplicity, high atom economy, and easy scale-up, enabling efficient assembly of a wide range of α-difluorinated alkylborons and alkylsilanes in moderate to excellent yields. The synthetic utility of these products is demonstrated by further transformation of the C-B bond and C-Si bond into valuable CF-containing molecules.

摘要

首次描述了使用 ABIN 作为自由基引发剂对 -二氟烯烃进行的氢硼化和氢硅化反应。该方法具有良好的官能团耐受性、操作简单、高原子经济性和易于规模化,能够以中等到优异的收率高效地构建广泛的α-二氟烷基硼和烷基硅烷。这些产物的合成实用性通过进一步将 C-B 键和 C-Si 键转化为有价值的含 CF 分子得到了证明。

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