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Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Site-Selective C(sp3)-H Bromination via Radical Relay
Ziheng Xu1, Jianghao Wu1, Xiaotong Song1
1School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First Medical University, Jinan250117, China.
Abstract:
A cobalt-catalyzed site-selective C(sp3)-H bromination via radical relay is reported. The mild and practical protocol uses NBS as the brominating reagent with only 1 mol % CoBr2 as the catalyst and achieves excellent benzylic selectivity (>20:1) over aliphatic C-H bonds, overcoming limitations of conventional bromination methods. It also features a broad substrate scope, good functional group tolerance, and scalability and enables late-stage bromination of complex bioactive natural products and pharmaceutical molecules.
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