Litcius/Paper detail

Picolinate-Directed Arene <i>meta</i>-C–H Amination via FeCl<sub>3</sub> Catalysis

Raghunath Reddy Anugu, Sailu Munnuri, John R. Falck

2020Journal of the American Chemical Society67 citationsDOI

Abstract

Direct C–H functionalization of aromatic compounds is a powerful tool for organic synthesis; however, differentiation among the ubiquitous and often chemically similar C–H bonds remains a significant challenge. Conflation with coordinating or directing groups incorporated into the intended substrate has helped address these limitations, although access to remote sites remains limited. Herein, we report an operationally simple and sustainable direct meta-selective H2N amination of benzylic and related aromatic picolinates under conditions mild enough to modify polyfunctional and late-stage molecules.

Topics & Concepts

ChemistryAminationCatalysisMedicinal chemistryOrganic chemistryStereochemistryCombinatorial chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis