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

Ma, Tian-Cong; Yao, Sheng; Qiao, Ming-Ming; Yuan, Fan; Shi, De-Qing*; Xiao, Wen-Jing
Science Citation Index Expanded
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摘要

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 beta-amino (spiro)cyclic ketones at ambient temperature, and has the advantages of broad substrate scope, good functional group tolerance, simple operation and mild conditions.

关键词

VISIBLE-LIGHT PHOTOREDOX MANNICH-TYPE REACTION ASYMMETRIC-SYNTHESIS MIGRATION SEQUENCES RING EXPANSION CATALYSIS REDUCTION AMINATION BASES ACID