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O-Perhalopyridin-4-yl Hydroxylamines: Amidyl-Radical Generation Scaffolds in Photoinduced Direct Amination of Heterocycles.

Lan ZhengYu-En QianYuan-Zhuo HuJun-An XiaoZhi-Peng YeKai ChenHao-Yue XiangXiao-Qing ChenJun-An Xiao
Published in: Organic letters (2021)
Reported herein is the design and synthesis of new O-perhalopyridin-4-yl hydroxylamines as shelf-stable and versatile amidyl-radical precursors. The novel amination reagents can be easily prepared via a single synthetic step from inexpensive commercially available starting materials using monoprotected HONH2 as amino source. The synthetic potency of the developed reagents was well demonstrated by direct amination of a series of quinoxalin-2(1H)-ones and their analogues under photocatalytic conditions, even without any additive and photocatalysts.
Keyphrases
  • visible light
  • molecular docking
  • electron transfer