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Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy

[Image: see text] A new, efficient, green, endogenous water-triggered, solvent- and catalyst-free ultrasound-assisted one-pot Groebke–Blackburn–Bienaymé reaction/S(N)Ar/ring-chain azido-tautomerization strategy to synthesize bound-type fused bis-heterocycles imidazo or benzo[d]imidazo[2,1-b]thiazole...

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Autores principales: Claudio-Catalán, Miguel Ángel, Pharande, Shrikant G., Quezada-Soto, Andrea, Kishore, Kranthi G., Rentería-Gómez, Angel, Padilla-Vaca, Felipe, Gámez-Montaño, Rocío
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6045402/
https://www.ncbi.nlm.nih.gov/pubmed/30023908
http://dx.doi.org/10.1021/acsomega.8b00170
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author Claudio-Catalán, Miguel Ángel
Pharande, Shrikant G.
Quezada-Soto, Andrea
Kishore, Kranthi G.
Rentería-Gómez, Angel
Padilla-Vaca, Felipe
Gámez-Montaño, Rocío
author_facet Claudio-Catalán, Miguel Ángel
Pharande, Shrikant G.
Quezada-Soto, Andrea
Kishore, Kranthi G.
Rentería-Gómez, Angel
Padilla-Vaca, Felipe
Gámez-Montaño, Rocío
author_sort Claudio-Catalán, Miguel Ángel
collection PubMed
description [Image: see text] A new, efficient, green, endogenous water-triggered, solvent- and catalyst-free ultrasound-assisted one-pot Groebke–Blackburn–Bienaymé reaction/S(N)Ar/ring-chain azido-tautomerization strategy to synthesize bound-type fused bis-heterocycles imidazo or benzo[d]imidazo[2,1-b]thiazoles and 1,5-disubstituted tetrazole (1,5-DsT) containing quinoline moiety is described, which allows synthesis of two types of fused heterocycles in one step under mild green conditions. Antibacterial and antiamebic activities of selected newly synthesized compounds were carried out against three bacterial species: Gram-positive bacterium Staphylococcus aureus ATCC 6538 and Gram-negative bacteria Pseudomonas aeruginosa ATCC 13384 and Escherichia coli O55 and against one amebic species: Entamoeba histolytica.
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spelling pubmed-60454022018-07-16 Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy Claudio-Catalán, Miguel Ángel Pharande, Shrikant G. Quezada-Soto, Andrea Kishore, Kranthi G. Rentería-Gómez, Angel Padilla-Vaca, Felipe Gámez-Montaño, Rocío ACS Omega [Image: see text] A new, efficient, green, endogenous water-triggered, solvent- and catalyst-free ultrasound-assisted one-pot Groebke–Blackburn–Bienaymé reaction/S(N)Ar/ring-chain azido-tautomerization strategy to synthesize bound-type fused bis-heterocycles imidazo or benzo[d]imidazo[2,1-b]thiazoles and 1,5-disubstituted tetrazole (1,5-DsT) containing quinoline moiety is described, which allows synthesis of two types of fused heterocycles in one step under mild green conditions. Antibacterial and antiamebic activities of selected newly synthesized compounds were carried out against three bacterial species: Gram-positive bacterium Staphylococcus aureus ATCC 6538 and Gram-negative bacteria Pseudomonas aeruginosa ATCC 13384 and Escherichia coli O55 and against one amebic species: Entamoeba histolytica. American Chemical Society 2018-05-14 /pmc/articles/PMC6045402/ /pubmed/30023908 http://dx.doi.org/10.1021/acsomega.8b00170 Text en Copyright © 2018 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 Claudio-Catalán, Miguel Ángel
Pharande, Shrikant G.
Quezada-Soto, Andrea
Kishore, Kranthi G.
Rentería-Gómez, Angel
Padilla-Vaca, Felipe
Gámez-Montaño, Rocío
Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title_full Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title_fullStr Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title_full_unstemmed Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title_short Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke–Blackburn–Bienaymé Reaction/S(N)Ar/Ring-Chain Azido-Tautomerization Strategy
title_sort solvent- and catalyst-free one-pot green bound-type fused bis-heterocycles synthesis via groebke–blackburn–bienaymé reaction/s(n)ar/ring-chain azido-tautomerization strategy
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6045402/
https://www.ncbi.nlm.nih.gov/pubmed/30023908
http://dx.doi.org/10.1021/acsomega.8b00170
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