Nickel/Photoredox-Catalyzed Reductive Alkylation/Aldol Reaction

We report herein the first reductive alkylation/aldol reaction via dual nickel/photoredox catalysis. This catalytic strategy completes the traditional approaches that require the performance of reactive organometallic reagents. By the simple assembly of unactivated alkyl halides, α,β-unsaturated carbonyls, and aldehydes in one-pot reaction, a variety of synthetically valuable β-hydroxyl carbonyl compounds can be synthesized under mild conditions with moderate to good yields. The reaction features a broad substrate scope and functional group tolerance. Both aromatic and aliphatic aldehydes and 1°, 2°, and 3° alkyl bromides are all compatible with this catalytic system.