4.7 Article

Preparation of Oxindoles via Visible-Light-Induced Amination/Cyclization of Arylacrylamides with Alkyl Amines

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 15, Pages 3116-3120

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000609

Keywords

photoredox catalysis; aminium radicals; arylacrylamides; oxindoles; N-chlorosuccinimide

Funding

  1. National Natural Science Foundation [NSF 21871115]

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The cascade amination/cyclization ofN-arylacrylamides with alkyl amines under visible-light photoredox catalysis is realized via intermediacy of aminium radicals. The aminium radicals are generated by a two-step sequence which involves N-chlorination of alkyl amines and subsequent reductive N-Cl cleavage. This method provides a convenient access to aminated oxindoles.

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