An organo-photocatalyzed visible-light-driven multi-component approach for carbothioaryl/alkylation of activated alkenes via C(sp(3))-H bond functionalization

A visible-light-driven organophotocatalyzed multi-component approach for carbothiolation of activated alkenes is demonstrated under environmentally benign and redox-neutral conditions, involving direct C(sp(3))-H functionalization followed by electrophilic alkyl/arylthiolation. The three-component difunctionalization reaction is a complete transition-metal and peroxide-free process conducted under milder conditions. In this composite reaction, by employing bench-stable reagents, the formation of two new C(sp(3))-C(sp(3)) and C(sp(3))-S bonds is achieved for a wide variety of substrates, showcasing the excellent functional group tolerance and chemoselectivity of the methodology. Furthermore, the scalability and utilization of natural sunlight instead of artificial blue LEDs, along with the use of an inexpensive and easy-to-prepare pyrylium salt as an organo-photocatalyst, make this protocol greener and more energy efficient.

Automated summary

A visible-light-driven organophotocatalyzed multi-component approach is developed for carbothiolation of activated alkenes under environmentally friendly and redox-neutral conditions. The protocol involves C(sp(3))-H functionalization followed by electrophilic alkyl/arylthiolation, offering a complete transition-metal and peroxide-free process. The method demonstrates excellent functional group tolerance and chemoselectivity, and is made more sustainable and energy efficient by utilizing natural sunlight and an inexpensive and easy-to-prepare pyrylium salt as an organo-photocatalyst.