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Organoelectrophotocatalytic C-H Silylation of Heteroarenes

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ORGANIC LETTERS
卷 25, 期 6, 页码 1008-1013

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00144

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An organoelectrophotocatalytic approach has been developed for the C-H silylation of heteroarenes through dehydrogenation cross-coupling with H2 evolution. The strategy uses 9,10-phenanthrenequinone as both an organocatalyst and a hydrogen atom transfer reagent, eliminating the need for external reagents. This approach shows excellent regioselectivity and can be applied to various heteroarenes with satisfactory yields.
An organoelectrophotocatalytic approach for the C-H silylation of heteroarenes through dehydrogenation cross-coupling with H2 evolution has been developed. The organoelectrophotocatalytic strategy is carried out under a simple and efficient monocatalytic system by employing 9,10-phenanthrenequinone both as an organocatalyst and as a hydrogen atom transfer (HAT) reagent, which avoids the need for an external HAT reagent, an oxidant, or a metal reagent. A variety of heteroarenes can be compatible in satisfactory yields with excellent regioselectivity.

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