Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
Author(s) -
Vikas Dwivedi,
Ravi Kumar,
Kavita Sharma,
Balasubramanian Sridhar,
Maddi Sridhar Reddy
Publication year - 2017
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.7b00426
Subject(s) - regioselectivity , intermolecular force , chemistry , aminopyridines , structural isomer , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , molecule
A facile access to 3-heterosubstituted (3-oxazolidinonyl/indolyl/phenoxy) imidazo[1,2- a ]pyridines from readily available 2-aminopyridines and electron-rich (internally activated) alkynes like ynamides/ynamines/ynol ethers is achieved via Cu(OTf) 2 -mediated intermolecular diamination under aerobic conditions. The reaction is highly regioselective, owing to internal electron bias, and thus led to a single regioisomer with heterosubstitution at C3.
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