Visible light-induced C(sp)-S bond formation

The thiolation of C(sp 3 )-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional gr...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2023-07, Vol.25 (13), p.535-54
Hauptverfasser: Liu, Gongbo, Zheng, Nan, Duan, Xuelun, Sun, Xinhao, Song, Wangze
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Sprache:eng
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Zusammenfassung:The thiolation of C(sp 3 )-H with thioacids is for the first time reported through a new visible light-induced radical relay strategy. This strategy features metal-free and additive-free conditions, excellent atom economy, and high yields (up to 98%). The present methodology shows good functional group tolerance such as cyanos, halogens, or heterocycles and could be further applied to the one-pot preparation of ketones from thioacids by a tandem photocatalytic radical coupling reaction and the Liebeskind-Srogl cross-coupling reaction. The conversion of unactivated C(sp 3 )-H to C(sp 3 )-S bond was realized through a light-induced radical relay way involving successive SET and HAT process. Ketones could be prepared from thioacids by tandem photocatalytic radical coupling reaction.
ISSN:1463-9262
1463-9270
DOI:10.1039/d3gc00835e