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.).
Published inBeilstein Journal of Organic Chemistry
Pages1983 - 1990
- VoR (Version of Record)
Rights holder© The authors
Publisher statementThis is an Open Access Article. It is published by Beilstein Institut under the Creative Commons Attribution 4.0 Unported Licence (CC BY). Full details of this licence are available at: http://creativecommons.org/licenses/by/4.0/