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Synthesis of Diverse Functionalized Quinoxalines by Oxidative Tandem Dual C-H Amination of Tetrahydroquinoxalines with Amines.

He ZhaoXiu LiRongqing GuanHuanfeng JiangMin Zhang
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2019)
The tandem dual C-H amination of tetrahydroquinoxalines with free amines under aerobic copper catalysis conditions has been demonstrated. The synthetic protocol proceeds with good substrate and functional group compatibility, mild reaction conditions, short reaction time, the use of the naturally abundant [Cu]/O2 catalyst system, excellent chemoselectivity and synthetic efficiency, and with no need for the pre-installation of specific aminating agents, which offers a practical platform for the rapid and diverse synthesis of diaminoquinoxalines. Moreover, this work has shown the potential of single-electron-oxidation-induced C-H functionalization of N-heterocycles, and its application in the development of optoelectronic materials.
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