Litcius/Paper detail

Ruthenium(II)-Catalyzed Redox-Neutral C–H Alkylation of Arylamides with Unactivated Olefins

Chikkabagilu Nagaraju Shambhavi, Masilamani Jeganmohan

2021Organic Letters17 citationsDOI

Abstract

A Ru(II)-catalyzed weak chelating group-aided ortho-C–H alkylation of arylamides with unactivated olefins in a redox-neutral fashion has been demonstrated. The present alkylation reaction was well-suited for various substituted arylamides and unactivated aliphatic alkenes. In this alkylation reaction, pivalic acid plays dual role in which it delivers the proton source in a protonation step and the corresponding acetate moiety deprotonates the ortho-C–H bond of the arylamides.

Topics & Concepts

ChemistryAlkylationPivalic acidMoietyCatalysisRutheniumProtonationRedoxMedicinal chemistryCombinatorial chemistryOrganic chemistryIonCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis