Transition-Metal-Free, Visible-Light-Enabled Decarboxylative Borylation of Aryl N-Hydroxyphthalimide Esters

Journal of the American Chemical Society
Lisa CandishFrank Glorius

Abstract

Herein, we report a conceptually novel borylation reaction proceeding via a mild photoinduced decarboxylation of redox-activated aromatic carboxylic acids. This work constitutes the first application of cheap and easily prepared N-hydroxyphthalimide esters as aryl radical precursors and does not require the use of expensive transition metals or ligands. The reaction is operationally simple, scalable, and displays broad scope and functional group tolerance.

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Citations

Jun 18, 2017·Science·Alexander FawcettVarinder K Aggarwal
Aug 29, 2018·Angewandte Chemie·Runze MaoXile Hu
Sep 27, 2018·Angewandte Chemie·Jiefeng HuZhuangzhi Shi
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Nov 15, 2019·Organic & Biomolecular Chemistry·Haojie Cheng, Wentao Xu
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Feb 6, 2020·Chemical Science·Florian W Friese, Armido Studer

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