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

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 prod...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-03, Vol.88 (5), p.3022-3034
Main Authors: Meena, Neha, Bhawani, Sonam, Rangan, Krishnan, Kumar, Anil
Format: Article
Language:English
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Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02719