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Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition

[Image: see text] Herein, we introduce a reusable Brønsted acidic ionic liquid gel (BAIL gel) obtained by treating 1-methyl-3-(4-sulfobutyl)-1H-imidazolium hydrogen sulfate with tetraethyl orthosilicate (TEOS). The grafting of the Brønsted acidic ionic liquid to the surface of TEOS has increased the...

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Autores principales: Nguyen, The Thai, Nguyen, Xuan-Trang Thi, Nguyen, Thuy-Linh Ho, Tran, Phuong Hoang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648500/
https://www.ncbi.nlm.nih.gov/pubmed/31459336
http://dx.doi.org/10.1021/acsomega.8b02932
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author Nguyen, The Thai
Nguyen, Xuan-Trang Thi
Nguyen, Thuy-Linh Ho
Tran, Phuong Hoang
author_facet Nguyen, The Thai
Nguyen, Xuan-Trang Thi
Nguyen, Thuy-Linh Ho
Tran, Phuong Hoang
author_sort Nguyen, The Thai
collection PubMed
description [Image: see text] Herein, we introduce a reusable Brønsted acidic ionic liquid gel (BAIL gel) obtained by treating 1-methyl-3-(4-sulfobutyl)-1H-imidazolium hydrogen sulfate with tetraethyl orthosilicate (TEOS). The grafting of the Brønsted acidic ionic liquid to the surface of TEOS has increased the catalytic activity of the material and also simplified catalyst recovery from the reaction mixture. This reaction has a wide substrate scope, and the BAIL gel represents a new catalyst for the synthesis of benzoxazoles, benzimidazoles, and benzothiazoles. The method shows attractive characteristics such as high yields, recyclable catalyst, and work-up simplicity. More importantly, no additional additives or volatile organic solvent and inert atmosphere are required for the reaction, and the BAIL gel has shown a great promise for industrial applications. To the best of our knowledge, the synthesis of benzoxazoles, benzimidazoles, and benzothiazoles using a recyclable heterogeneous ionic liquid gel was not previously reported in the literature.
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spelling pubmed-66485002019-08-27 Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition Nguyen, The Thai Nguyen, Xuan-Trang Thi Nguyen, Thuy-Linh Ho Tran, Phuong Hoang ACS Omega [Image: see text] Herein, we introduce a reusable Brønsted acidic ionic liquid gel (BAIL gel) obtained by treating 1-methyl-3-(4-sulfobutyl)-1H-imidazolium hydrogen sulfate with tetraethyl orthosilicate (TEOS). The grafting of the Brønsted acidic ionic liquid to the surface of TEOS has increased the catalytic activity of the material and also simplified catalyst recovery from the reaction mixture. This reaction has a wide substrate scope, and the BAIL gel represents a new catalyst for the synthesis of benzoxazoles, benzimidazoles, and benzothiazoles. The method shows attractive characteristics such as high yields, recyclable catalyst, and work-up simplicity. More importantly, no additional additives or volatile organic solvent and inert atmosphere are required for the reaction, and the BAIL gel has shown a great promise for industrial applications. To the best of our knowledge, the synthesis of benzoxazoles, benzimidazoles, and benzothiazoles using a recyclable heterogeneous ionic liquid gel was not previously reported in the literature. American Chemical Society 2019-01-07 /pmc/articles/PMC6648500/ /pubmed/31459336 http://dx.doi.org/10.1021/acsomega.8b02932 Text en Copyright © 2019 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 Nguyen, The Thai
Nguyen, Xuan-Trang Thi
Nguyen, Thuy-Linh Ho
Tran, Phuong Hoang
Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title_full Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title_fullStr Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title_full_unstemmed Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title_short Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Brønsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
title_sort synthesis of benzoxazoles, benzimidazoles, and benzothiazoles using a brønsted acidic ionic liquid gel as an efficient heterogeneous catalyst under a solvent-free condition
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648500/
https://www.ncbi.nlm.nih.gov/pubmed/31459336
http://dx.doi.org/10.1021/acsomega.8b02932
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