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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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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. |
format | Online Article Text |
id | pubmed-6045402 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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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