Synthesis of Homoallylic Amines by Radical Allylation of Imines with Butadiene under Photoredox Catalysis
Yuqing Chen, Huaipu Yan, Qian Liao, Dandan Zhang, Shuangjie Lin, Er‐Jun Hao, Rukhsana Murtaza, Chenchen Li, Chao Wu, Chunying Duan, Lei Shi
Abstract
Abstract Ionic (2 e − ) nucleophilic addition of allylmetal regents to imines dominates the synthesis of homo‐allyl amine; however, single electron (1 e − ) mediated imine allylation with feedstocks butadiene as an alternative allyl source remains unexplored. In this work, we report a conceptually different radical–radical cross‐coupling strategy for the synthesis of a homoallyl amine between an α‐amino alkyl radical and a transient allylic radical. This metal‐free method provided a novel approach for the synthesis of homoallylic amines (>80 examples) from readily available materials with excellent regioselectivity and exceptional broad functional group compatibility.