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- Title
Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp<sup>3</sup>)−H and C(sp<sup>2</sup>)−H under Rhodium(III) Catalysis.
- Authors
Yu, Songjie; Tang, Guodong; Li, Yingzi; Zhou, Xukai; Lan, Yu; Li, Xingwei
- Abstract
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.
- Subjects
ANTHRANIL; RHODIUM catalysts; AMIDATION; BIFUNCTIONAL catalysis; NITRENES; CARBON-hydrogen bonds; REACTION mechanisms (Chemistry)
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 30, p8838
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201602224