We have developed a mild visible light-induced Pd-catalyzed one-pot three-component alkyl-carbamoylation and cyanation of alkenes. This general transformation, which proceeds via the <i>in situ </i>formation of reactive ketenimine intermediate, allows for a rapid construction of a broad range of valuable amides and nitriles from readily available alkenes, alkyl iodides and isocyanides. Efficient synthesis of tetrazole and amidine via this approach was also demonstrated. Plausible reaction mechanism, based on radical rearrangement and radical quenching experiments, will be presented. It is anticipated that this mild visible light-induced approach will find application in synthesis and will stimulate development of new 1,2-difunctionalization methods.

Three-component visible light-Induced palladium catalyzed 1,2-alkyl carbamoylation/cyanation of alkenes

ACS Spring 2022

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