Relay Dual Catalysis: Photoredox and NHC-Catalyzed Cross-Double C-H Functionalizations of Aldehydes and Alkenes

20 May 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


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.


Cross-Dehydrogenative Couplings
Dual Catalysis Relay
Visible Light Catalysis
Radical chemistry

Supplementary materials

Supporting Information


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