Issue 15, 2021

Photoredox-mediated N-centered radical addition/semipinacol rearrangement for the convenient synthesis of β-amino (spiro)cyclic ketones

Abstract

A visible light photoredox-catalyzed N-centered radical addition/semipinacol rearrangement cascade of cycloalkanol-substituted 1H-indenes or styrenes with N-arylsulfonyl protected 1-aminopyridinium salts is presented. This protocol provides an efficient access to β-amino (spiro)cyclic ketones at ambient temperature, and has the advantages of broad substrate scope, good functional group tolerance, simple operation and mild conditions.

Graphical abstract: Photoredox-mediated N-centered radical addition/semipinacol rearrangement for the convenient synthesis of β-amino (spiro)cyclic ketones

Supplementary files

Article information

Article type
Research Article
Submitted
09 Apr 2021
Accepted
31 May 2021
First published
03 Jun 2021

Org. Chem. Front., 2021,8, 4224-4229

Photoredox-mediated N-centered radical addition/semipinacol rearrangement for the convenient synthesis of β-amino (spiro)cyclic ketones

T. Ma, S. Yao, M. Qiao, F. Yuan, D. Shi and W. Xiao, Org. Chem. Front., 2021, 8, 4224 DOI: 10.1039/D1QO00543J

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