Pd-Catalyzed Intermolecular ortho-C−H Amidation of Anilides by N-Nosyloxycarbamate
Journal of the American Chemical Society2010Vol. 132(37), pp. 12862–12864
Citations Over TimeTop 1% of 2010 papers
Abstract
A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k(H)/k(D) = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.
Related Papers
- → Recent Advances in the Regioselective Synthesis of Pyrazoles(2011)73 cited
- → Functional-Group-Tolerant, Silver-Catalyzed N–N Bond Formation by Nitrene Transfer to Amines(2017)81 cited
- → Cu-mediated direct regioselective C-2 chlorination of indoles(2015)30 cited
- → Stable, but still reactive – investigations on the effects of Lewis acid binding on copper nitrene intermediates(2021)6 cited
- → ChemInform Abstract: Asymmetric Nitrene Transfer Reactions: Sulfimidation, Aziridination and C—H Amination Using Azide Compounds as Nitrene Precursors(2014)