Direct functionalizations of two distinct inert C-H bonds represent the
most ideal ways to construct C-C bonds. Herein, we report an intermolecular vinylation
of aldehydes using alkenes as the vinylating reagents through sequential two-fold C-H
functionalizations. The merging of visible light and NHC-catalysis allows for the direct
coupling of alkenes with aldehydes through an unprecedented relay dual catalysis
enabled cross-dehydrogenative coupling mechanism. The use of diphenoquinone is
essential for the success of this reaction, which plays an intriguing two-fold role in the
reaction, as both an electron acceptor as well as a radical reservoir for the radical
coupling enabling C-C forming-process.
Photoredox mediated nickel catalyzed C(sp3)–H thiocarbonylation of ethers
