Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines

[Image: see text] 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 diaminati...

Descripción completa

Detalles Bibliográficos
Autores principales: Dwivedi, Vikas, Kumar, Ravi, Sharma, Kavita, Sridhar, Balasubramanian, Reddy, Maddi Sridhar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641143/
https://www.ncbi.nlm.nih.gov/pubmed/31457615
http://dx.doi.org/10.1021/acsomega.7b00426
_version_ 1783436712794390528
author Dwivedi, Vikas
Kumar, Ravi
Sharma, Kavita
Sridhar, Balasubramanian
Reddy, Maddi Sridhar
author_facet Dwivedi, Vikas
Kumar, Ravi
Sharma, Kavita
Sridhar, Balasubramanian
Reddy, Maddi Sridhar
author_sort Dwivedi, Vikas
collection PubMed
description [Image: see text] 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.
format Online
Article
Text
id pubmed-6641143
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66411432019-08-27 Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines Dwivedi, Vikas Kumar, Ravi Sharma, Kavita Sridhar, Balasubramanian Reddy, Maddi Sridhar ACS Omega [Image: see text] 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. American Chemical Society 2017-06-19 /pmc/articles/PMC6641143/ /pubmed/31457615 http://dx.doi.org/10.1021/acsomega.7b00426 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Dwivedi, Vikas
Kumar, Ravi
Sharma, Kavita
Sridhar, Balasubramanian
Reddy, Maddi Sridhar
Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title_full Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title_fullStr Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title_full_unstemmed Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title_short Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a]pyridines
title_sort copper-promoted regioselective intermolecular diamination of ynamides: synthesis of imidazo[1,2-a]pyridines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641143/
https://www.ncbi.nlm.nih.gov/pubmed/31457615
http://dx.doi.org/10.1021/acsomega.7b00426
work_keys_str_mv AT dwivedivikas copperpromotedregioselectiveintermoleculardiaminationofynamidessynthesisofimidazo12apyridines
AT kumarravi copperpromotedregioselectiveintermoleculardiaminationofynamidessynthesisofimidazo12apyridines
AT sharmakavita copperpromotedregioselectiveintermoleculardiaminationofynamidessynthesisofimidazo12apyridines
AT sridharbalasubramanian copperpromotedregioselectiveintermoleculardiaminationofynamidessynthesisofimidazo12apyridines
AT reddymaddisridhar copperpromotedregioselectiveintermoleculardiaminationofynamidessynthesisofimidazo12apyridines

Ejemplares similares