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Selective 1,2‐Aryl‐Aminoalkylation of Alkenes Enabled by Metallaphotoredox Catalysis
Author(s) -
Zheng Songlin,
Chen Zimin,
Hu Yuanyuan,
Xi Xiaoxiang,
Liao Zixuan,
Li Weirong,
Yuan Weiming
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006439
Subject(s) - chemistry , radical , aryl , regioselectivity , catalysis , alkyl , functional group , photoredox catalysis , combinatorial chemistry , intermolecular force , alkene , redox , photochemistry , organic chemistry , molecule , photocatalysis , polymer
A highly chemo‐ and regioselective intermolecular 1,2‐aryl‐aminoalkylation of alkenes by photoredox/nickel dual catalysis is described here. This three‐component conjunctive cross‐coupling is highlighted by its first application of primary alkyl radicals, which were not compatible in previous reports. The readily prepared α‐silyl amines could be transferred to α‐amino radicals by photo‐induced single electron transfer step. The radical addition/cross‐coupling cascade reaction proceeds under mild, base‐free and redox‐neutral conditions with good functional group tolerance, and importantly, provides an efficient and concise method for the synthesis of structurally valuable α‐aryl substituted γ‐amino acid derivatives motifs.