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

Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C.P. 36050, Guanajuato, Gto., Mexico
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Presented at the 22nd International Electronic Conference on Synthetic Organic Chemistry, 15 November– 15 December 2018; Available Online: https://sciforum.net/conference/ecsoc-22.
Proceedings 2019, 9(1), 41; https://doi.org/10.3390/ecsoc-22-05796
Published: 14 November 2018
PDF [676 KB, uploaded 10 April 2019]

Abstract

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.
Keywords: isocyanide-based multicomponent reactions; Groebke–Blackburn–Bienaymé reaction; tetrazolo[1,5-a]quinolines; ring-chain azido tautomerization; one-pot process isocyanide-based multicomponent reactions; Groebke–Blackburn–Bienaymé reaction; tetrazolo[1,5-a]quinolines; ring-chain azido tautomerization; one-pot process
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Ramírez-López, S.C.; Unnamatla, M.V.B.; Gámez-Montaño, R. Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process. Proceedings 2019, 9, 41.

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