One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction

A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke–...

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Detalles Bibliográficos
Autores principales: Yang, Bo, Tao, Chuanye, Shao, Taofeng, Gong, Jianxian, Che, Chao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979633/
https://www.ncbi.nlm.nih.gov/pubmed/27559401
http://dx.doi.org/10.3762/bjoc.12.145
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author Yang, Bo
Tao, Chuanye
Shao, Taofeng
Gong, Jianxian
Che, Chao
author_facet Yang, Bo
Tao, Chuanye
Shao, Taofeng
Gong, Jianxian
Che, Chao
author_sort Yang, Bo
collection PubMed
description A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke–Blackburn–Bienaymé reaction followed by a retro-aza-ene reaction and subsequent nucleophilic reaction of the in-situ generated imidazo[1,2-a]pyridines bearing an isocyanate functional group.
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spelling pubmed-49796332016-08-24 One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction Yang, Bo Tao, Chuanye Shao, Taofeng Gong, Jianxian Che, Chao Beilstein J Org Chem Letter A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke–Blackburn–Bienaymé reaction followed by a retro-aza-ene reaction and subsequent nucleophilic reaction of the in-situ generated imidazo[1,2-a]pyridines bearing an isocyanate functional group. Beilstein-Institut 2016-07-18 /pmc/articles/PMC4979633/ /pubmed/27559401 http://dx.doi.org/10.3762/bjoc.12.145 Text en Copyright © 2016, Yang et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Yang, Bo
Tao, Chuanye
Shao, Taofeng
Gong, Jianxian
Che, Chao
One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title_full One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title_fullStr One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title_full_unstemmed One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title_short One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
title_sort one-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979633/
https://www.ncbi.nlm.nih.gov/pubmed/27559401
http://dx.doi.org/10.3762/bjoc.12.145
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