Cu(OAc)2–Et3N mediated oxidative coupling of α-azido ketones with pyridinium ylides: utilizing in situ generated imines for regioselective synthesis of imidazo[1,2-a]pyridines?
Chemical Communications Pub Date: 2015-05-26 DOI: 10.1039/C5CC00815H
Abstract
Phenacyl azides were reacted with pyridinium ylides in the presence of Cu(OAc)2 (2 mol%) and Et3N utilizing molecular oxygen as a green oxidant to yield imidazo[1,2-a]pyridines in exclusive regioselectivity. Following the optimized protocol, 28 different fused heterocycles were synthesized in high yields (71–92%). In order to get mechanistic insight into the reaction, a few control experiments were carried out and the role of the copper salt was discussed.
![Graphical abstract: Cu(OAc)2–Et3N mediated oxidative coupling of α-azido ketones with pyridinium ylides: utilizing in situ generated imines for regioselective synthesis of imidazo[1,2-a]pyridines](http://scimg.chem960.com/usr/1/C5CC00815H.jpg)
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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