<i>O</i>-Perhalopyridin-4-yl Hydroxylamines: Amidyl-Radical Generation Scaffolds in Photoinduced Direct Amination of Heterocycles
Lan Zheng, Yu-En Qian, Yuan‐Zhuo Hu, Jun‐An Xiao, Zhipeng Ye, Kai Chen, Hao‐Yue Xiang, Xiaoqing Chen, Hua Yang
Abstract
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.
Topics & Concepts
AminationChemistryReagentCombinatorial chemistryOrganic chemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques