I sub(2)-DMSO-PTSA: a simple and metal free oxidative cross coupling of imidazo[1,2-a]pyridines and methylketones

A simple, highly efficient and selective oxidative cross coupling of imidazo[1,2-a]pyridine (IP) compounds (1) and methylketones (2), promoted by molecular iodine in DMSO in the presence of a catalytic amount of PTSA has been realized in a one pot reaction. This strategy has provided a general route...

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Veröffentlicht in:RSC advances 2015-02, Vol.5 (25), p.19418-19425
Hauptverfasser: Chennapuram, Madhu, Emmadi, Narender Reddy, Bingi, Chiranjeevi, Atmakur, Krishnaiah
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container_issue 25
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container_title RSC advances
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creator Chennapuram, Madhu
Emmadi, Narender Reddy
Bingi, Chiranjeevi
Atmakur, Krishnaiah
description A simple, highly efficient and selective oxidative cross coupling of imidazo[1,2-a]pyridine (IP) compounds (1) and methylketones (2), promoted by molecular iodine in DMSO in the presence of a catalytic amount of PTSA has been realized in a one pot reaction. This strategy has provided a general route for the synthesis of 1-aryl-2-(2-phenylimidazo[1,2-a]pyridin-3-yl)ethan e-1,2-diones (3) with a new C-C bond formation through Kornblum oxidation followed by nucleophilic attack of IP compounds (1) on the in situ formed phenylglyoxal. Simple reaction conditions, no metal catalysts and selective product formation are the advantages of this protocol.
doi_str_mv 10.1039/c4ra15835k
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source Royal Society Of Chemistry Journals 2008-
subjects Bonding
Carbon-carbon composites
Catalysis
Catalysts
Cross coupling
Formations
Strategy
Synthesis
title I sub(2)-DMSO-PTSA: a simple and metal free oxidative cross coupling of imidazo[1,2-a]pyridines and methylketones
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