Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)−H and C(sp2)−H under Rhodium(III) Catalysis

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• 作者：Dr. Songjie Yu ; Guodong Tang ; Yingzi Li ; Xukai Zhou ; Prof. Yu Lan and Prof. Xingwei Li
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：July 18, 2016
• 年：2016
• 卷：55
• 期：30
• 页码：8696-8700
• 全文大小：932K
• ISSN：1521-3773

文摘

Previous direct C−H nitrogenation suffered from simple amidation/amination with limited atom-economy and is mostly limited to C(sp²)−H substrates. In this work, anthranil was designed as a novel bifunctional aminating reagent for both C(sp²)−H and C(sp³)−H bonds under rhodium(III) catalysis, thus affording a nucleophilic aniline tethered to an electrophilic carbonyl. A tridendate rhodium(III) complex has been isolated as the resting state of the catalyst, and DFT studies established the intermediacy of a nitrene species.