Visible-light-induced metal-free trifluoromethylation of activated, carbocyclic, and unactivated vinylcyclopropanes via a ring-opening reaction using the Langlois reagent (CF 3 SO 2 Na) is reported to synthesize allylic trifluoromethylated derivatives. Allylic trifluoromethylation was achieved by a photo-oxidative single electron transfer (SET) process at an ambient temperature and under metalfree conditions and visible-light irradiation using pyrylium salt as a photoredox catalyst. The reported methodology has an operational simplicity, broad substrate scope, high functional group tolerance, and scalability.

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A visible-light-driven organophotocatalyzed multicomponent approach has been developed for tandem direct C­(sp3)–H activation and alkylation followed by trifluoromethylthiolation in a one-pot operation. We report a completely metal-free, tandem, three-component approach for the difunctionalization of activated alkenes via the photoinduced radical pathway. This protocol allows the formation of two new C­(sp3)–C­(sp3) and C­(sp3)–SCF3 bonds using a bench-stable, easy-to-handle trifluoromethylthiolating reagent under mild reaction conditions. The generosity of this reaction is shown with a library of C­(sp3)–H donors and alkenes derivatives. The reaction conditions can tolerate a wide variety of functional groups. Gram-scale synthesis using environmentally benign and straightforward conditions highlights the synthetic advancement of the methodology. Further functionalization of the final product is also successfully demonstrated.

Tandem, one‐pot, multicomponent reaction for direct α‐C(sp3)−H alkylation of phosphoramides and thiophosphoramides scaffolds are illustrated. The basic nature of phosphoramide leads to a diverse set of in situ generated Michael acceptors making the reactions highly atom and step economical. The reaction conditions are mild, entirely metal‐ and external additives free. Alkylated phosphoramides were obtained with good yields and selectivity using visible‐light organo‐photocatalysis.