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Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)−H and C(sp2)−H under Rhodium(III) Catalysis.
- Source :
- Angewandte Chemie International Edition; 7/18/2016, Vol. 55 Issue 30, p8696-8700, 5p
- Publication Year :
- 2016
-
Abstract
- Previous direct C−H nitrogenation suffered from simple amidation/amination with limited atom-economy and is mostly limited to C(sp<superscript>2</superscript>)−H substrates. In this work, anthranil was designed as a novel bifunctional aminating reagent for both C(sp<superscript>2</superscript>)−H and C(sp<superscript>3</superscript>)−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. [ABSTRACT FROM AUTHOR]
- Subjects :
- CARBON-hydrogen bonds
AMIDATION
AMINATION
ATOMIC structure
CHEMICAL reagents
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 55
- Issue :
- 30
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 116790845
- Full Text :
- https://doi.org/10.1002/anie.201602224