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Visible Light-Mediated Direct C-H Aroylation and Alkylation of Heteroarenes.

ABSTRACT: Herein, we describe the photocatalytic generation of nucleophilic aroyl radicals from simple aroyl chlorides as a universal and efficient cross-coupling strategy for the direct aroylation of heteroarenes. Furthermore, visible light-mediated direct alkylation of heteroarenes has also been achieved using unactivated bromoalkanes as radical precursors. These two strategies feature high functional group tolerance, exclusive regioselectivity for reaction at the more electrophilic position of heteroarenes, easily accessible substrates, and mild reaction conditions. Moreover, mechanism studies of two reactions are carried out to support our hypotheses.

SUBMITTER: Chang R

PROVIDER: S-EPMC6714600 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Visible Light-Mediated Direct C-H Aroylation and Alkylation of Heteroarenes.

Chang Rui R Fang Jie J Chen Jian-Qiang JQ Liu Dan D Xu Guo-Qiang GQ Xu Peng-Fei PF

ACS omega 20190814 9

Herein, we describe the photocatalytic generation of nucleophilic aroyl radicals from simple aroyl chlorides as a universal and efficient cross-coupling strategy for the direct aroylation of heteroarenes. Furthermore, visible light-mediated direct alkylation of heteroarenes has also been achieved using unactivated bromoalkanes as radical precursors. These two strategies feature high functional group tolerance, exclusive regioselectivity for reaction at the more electrophilic position of heteroar ...[more]

PMID: 31497720

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