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Ball-Milling-Enabled Zn(OTf)<sub>2</sub>-Catalyzed Friedel–Crafts Hydroxyalkylation of Imidazo[1,2-<i>a</i>]pyridines and Indoles

Neha Meena, Bhawani, Sonam Sonam, Krishnan Rangan, Anil Kumar

2023The Journal of Organic Chemistry10 citationsDOI

Abstract

A facile and efficient synthetic method for the construction of C3-hydroxyalkylated imidazo[1,2- a ]pyridines and indoles by a Zn(OTf) 2 -catalyzed Friedel–Crafts hydroxyalkylation of imidazo[1,2- a ]pyridines and indoles with carbonyl compounds under mechanochemical conditions is reported. Good product selectivity, shorter reaction time, ambient reaction temperature, tolerance of a wide range of functional groups, broad substrate scope, moderate to good yield of products, and scalability are the salient features of the developed methodology.

Topics & Concepts

Friedel–Crafts reactionCatalysisChemistryYield (engineering)SelectivitySubstrate (aquarium)Combinatorial chemistryOrganic chemistryMedicinal chemistryMaterials scienceGeologyOceanographyMetallurgySynthesis and Reactivity of HeterocyclesCatalytic C–H Functionalization MethodsSynthesis and Characterization of Heterocyclic Compounds
Ball-Milling-Enabled Zn(OTf)<sub>2</sub>-Catalyzed Friedel–Crafts Hydroxyalkylation of Imidazo[1,2-<i>a</i>]pyridines and Indoles | Litcius