Back to Search
Start Over
Site‐Selective Electrochemical Benzylic C−H Amination.
- Source :
-
Angewandte Chemie International Edition . 2/8/2021, Vol. 60 Issue 6, p2943-2947. 5p. - Publication Year :
- 2021
-
Abstract
- C−H/N‐H cross‐coupling is an ideal strategy to synthesize various amines but remains challenging owing to the requirement for sacrificial chemical oxidants and the difficulty in controlling the regio‐ and chemo‐selectivity. Herein we report a site‐selective electrochemical amination reaction that can convert benzylic C−H bonds into C‐N linkages via H2 evolution without need for external oxidants or metal catalysts. The synthetic strategy involves anodic cleavage of benzylic C−H to form a carbocation intermediate, which is then trapped with an amine nucleophile leading to C−N bond formation. Key to the success is to include HFIP as a co‐solvent to modulate the oxidation potentials of the alkylbenzene substrate and the aminated product to avoid overoxidation of the latter. [ABSTRACT FROM AUTHOR]
- Subjects :
- *AMINATION
*CARBOCATIONS
*METAL catalysts
*OXIDIZING agents
*AMINES
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 60
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 148429055
- Full Text :
- https://doi.org/10.1002/anie.202013478