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A complementary approach to conjugated Ν-acyliminium formation through photoredox-catalyzed intermolecular radical addition to allenamides and allencarbamates

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journal contribution
posted on 22.03.2021, 11:45 by Olusesan K Koleoso, Matthew Turner, Felix Plasser, Marc 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.

Funding

Loughborough University and the Tertiary Education Trust Fund (TETFund) Abuja, Nigeria (O.K.K.).

History

School

  • Science

Department

  • Chemistry

Published in

Beilstein Journal of Organic Chemistry

Volume

16

Pages

1983 - 1990

Publisher

Beilstein Institut

Version

VoR (Version of Record)

Rights holder

© The authors

Publisher statement

This 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/

Acceptance date

05/08/2020

Publication date

2020-08-12

Copyright date

2020

ISSN

1860-5397

eISSN

1860-5397

Language

en

Depositor

Dr Marc Kimber. Deposit date: 17 March 2021

Licence

Exports