Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process

A solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization casc...

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Main Authors: Sandra C. Ramírez-López, M. V. Basavanag Unnamatla, Rocío Gámez-Montaño
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Proceedings
Subjects:
Online Access:http://www.mdpi.com/2504-3900/9/1/41
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author Sandra C. Ramírez-López
M. V. Basavanag Unnamatla
Rocío Gámez-Montaño
author_facet Sandra C. Ramírez-López
M. V. Basavanag Unnamatla
Rocío Gámez-Montaño
author_sort Sandra C. Ramírez-López
collection DOAJ
description A solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization cascade proceeds under eco-friendly conditions. The tetrazolo[1,5-a]quinoline and imidazo[1,2-a]pyridine scaffolds are present in various compounds with interesting pharmacological properties and could lead to the discovery of novel bioactive molecules.
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spelling doaj.art-544455f294ad4fd4aa131c730dba2b492022-12-22T03:15:27ZengMDPI AGProceedings2504-39002019-04-01914110.3390/ecsoc-22-05796ecsoc-22-05796Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot ProcessSandra C. Ramírez-López0M. V. Basavanag Unnamatla1Rocío Gámez-Montaño2Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C.P. 36050, Guanajuato, Gto., MexicoDepartamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C.P. 36050, Guanajuato, Gto., MexicoDepartamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C.P. 36050, Guanajuato, Gto., MexicoA solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization cascade proceeds under eco-friendly conditions. The tetrazolo[1,5-a]quinoline and imidazo[1,2-a]pyridine scaffolds are present in various compounds with interesting pharmacological properties and could lead to the discovery of novel bioactive molecules.http://www.mdpi.com/2504-3900/9/1/41isocyanide-based multicomponent reactionsGroebke–Blackburn–Bienaymé reactiontetrazolo[1,5-a]quinolinesring-chain azido tautomerizationone-pot process
spellingShingle Sandra C. Ramírez-López
M. V. Basavanag Unnamatla
Rocío Gámez-Montaño
Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
Proceedings
isocyanide-based multicomponent reactions
Groebke–Blackburn–Bienaymé reaction
tetrazolo[1,5-a]quinolines
ring-chain azido tautomerization
one-pot process
title Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
title_full Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
title_fullStr Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
title_full_unstemmed Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
title_short Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process
title_sort solvent free synthesis of imidazo 1 2 a pyridin tetrazolo 1 5 a quinolines via an imcr one pot process
topic isocyanide-based multicomponent reactions
Groebke–Blackburn–Bienaymé reaction
tetrazolo[1,5-a]quinolines
ring-chain azido tautomerization
one-pot process
url http://www.mdpi.com/2504-3900/9/1/41
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