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Issue 69, 2020
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Terminal-oxidant-free photocatalytic C–H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors

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Abstract

We report the photocatalytic C–H alkylations of heteroarenes with alkylsilicates bearing C,O-bidentate ligands under acidic conditions. Irradiation of heteroaromatics in the presence of the silicates and trifluoroacetic acid produced the corresponding alkylated compounds. The present reaction system does not require any terminal oxidant although the reaction seems to be a formal oxidation reaction. This study demonstrates that alkylsilicates can be used in photocatalytic radical chemistry under acidic conditions.

Graphical abstract: Terminal-oxidant-free photocatalytic C–H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors

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Article information


Submitted
07 May 2020
Accepted
17 Jul 2020
First published
22 Jul 2020

This article is Open Access

Chem. Commun., 2020,56, 10006-10009
Article type
Communication

Terminal-oxidant-free photocatalytic C–H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors

G. Ikarashi, T. Morofuji and N. Kano, Chem. Commun., 2020, 56, 10006 DOI: 10.1039/D0CC03286G

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