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Weak Chelation-Assisted C4-Selective Alkylation of Indoles with Cyclopropanols via Sequential C–H/C–C Bond Activation

Tripti Paul, Shubhajit Basak, Tharmalingam Punniyamurthy

2022Organic Letters27 citationsDOI

Abstract

A Rh-catalyzed weak chelation-guided C4-alkylation of indoles has been accomplished using cyclopropanols as an alkylating agent via the cascade C-H and C-C bond activation. The substrate scope, functional group tolerance, and late-stage mutation of drug molecules are the important practical features.

Topics & Concepts

ChemistryAlkylationChelationMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms
Weak Chelation-Assisted C4-Selective Alkylation of Indoles with Cyclopropanols via Sequential C–H/C–C Bond Activation | Litcius