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Photoredox-Catalyzed Intermolecular Radical Addition to Allenamides: A Complementary Approach to Conjugated N-Acyliminium Formation.

preprint
submitted on 05.09.2019, 12:00 and posted on 07.09.2019, 01:49 by Kayode Koleoso, Matthew Turner, Felix Plasser, Marc Kimber

An intermolecular radical addition, using photoredox catalysis, to allenamides is reported. This transformation synthesizes N-acyl-N’-aryl-N,N’-allylaminals, and proceeds by a conjugated N-acyliminium intermediate, that previously, has only 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 arlyamines and alcohols.

History

Email Address of Submitting Author

M.C.Kimber@lboro.ac.uk

Institution

Loughborough University

Country

UK

ORCID For Submitting Author

0000-0003-2943-1974

Declaration of Conflict of Interest

No conflict of interest

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