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Photoredox-Catalyzed Cascade of <i>o-</i>Hydroxyarylenaminones to Access 3-Aminated Chromones

Zhiwei Wang, Yu Zheng, Yu-En Qian, Jianping Guan, Weidong Lu, Chu‐Ping Yuan, Jun‐An Xiao, Kai Chen, Hao‐Yue Xiang, Hua Yang

2022The Journal of Organic Chemistry39 citationsDOI

Abstract

Reported herein is a photoredox-catalyzed amination of o-hydroxyarylenaminones with tert-butyl ((perfluoropyridin-4-yl)oxy)carbamate, a versatile amidyl-radical precursor developed in our laboratory. This work establishes a new cascade pathway for the assembly of a range of 3-aminochromones under mild conditions. Downstream transformations of the obtained 3-aminochromones to construct diverse amino pyrimidines greatly broaden the applications of this photocatalyzed protocol.

Topics & Concepts

ChemistryAminationCascadePhotoredox catalysisCatalysisCombinatorial chemistryCarbamateOrganic chemistryPhotocatalysisChromatographyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods