Litcius/Paper detail

Site-Selective C8-Alkylation of Quinolines with Cyclopropanols: Merging C–H/C–C Bond Activation

Santu Mandal, Tripti Paul, Pallab Karjee, Madhab Barman, Tharmalingam Punniyamurthy

2023Organic Letters14 citationsDOI

Abstract

The site-selective C8-alkylation of quinolines has been accomplished using cyclopropyl alcohols as the alkylating agents and N -oxide as a weak chelating group in the presence of Co(III) catalysis via merging C–H/C–C bond activation. The use of cyclopropanol as the alkyl source, Co catalysis, substrate scope, HRMS analysis of the reaction intermediate, and late-stage mutation of drug molecules/natural products are the important practical features.

Topics & Concepts

ChemistryAlkylationCatalysisAlkylSubstrate (aquarium)Combinatorial chemistryStereochemistryMedicinal chemistryMoleculeChelationOrganic chemistryGeologyOceanographyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsAsymmetric Hydrogenation and Catalysis