A complementary approach to conjugated Ν-acyliminium formation through photoredox-catalyzed intermolecular radical addition to allenamides and allencarbamates
journal contributionposted on 2021-03-22, 11:45 authored by Olusesan K Koleoso, Matthew TurnerMatthew Turner, Felix PlasserFelix Plasser, Marc KimberMarc Kimber
An intermolecular radical addition, using photoredox catalysis, to allenamides and allencarbamates is reported. This transformation synthesizes N-acyl-N’-aryl-N,N’-allylaminals, and proceeds by a conjugated N-acyliminium intermediate that previously has principally been generated by electrophilic activation methods. The radical adds to the central carbon of the allene giving a conjugated N-acyliminium that undergoes nucleophilic addition by arylamines and alcohols.
Loughborough University and the Tertiary Education Trust Fund (TETFund) Abuja, Nigeria (O.K.K.).