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Tandem Protocol of Hexahydroquinoline Synthesis Using [H(2)-DABCO][HSO(4)](2) Ionic Liquid as a Green Catalyst at Room Temperature
[Image: see text] Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, and [H(2)-DABCO][HSO(4)](2) ionic-liquid-catalyzed one-pot multicomponent synthesis of hexahydroquinolines was reported under ambient reaction conditions. The reaction of 1,3-...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9933228/ https://www.ncbi.nlm.nih.gov/pubmed/36816668 http://dx.doi.org/10.1021/acsomega.2c07672 |
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author | Sahiba, Nusrat Sethiya, Ayushi Teli, Pankaj Agarwal, Shikha |
author_facet | Sahiba, Nusrat Sethiya, Ayushi Teli, Pankaj Agarwal, Shikha |
author_sort | Sahiba, Nusrat |
collection | PubMed |
description | [Image: see text] Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, and [H(2)-DABCO][HSO(4)](2) ionic-liquid-catalyzed one-pot multicomponent synthesis of hexahydroquinolines was reported under ambient reaction conditions. The reaction of 1,3-dicarbonyls, malononitrile, and ammonium acetate with various aldehydes in the presence of an ionic liquid catalyst and EtOH solvent at room temperature afforded excellent yields (76–100%) of hexahydroquinolines under a short reaction time (5–15 min). Mild reaction conditions, broad substrate scope (28 derivatives), and column-chromatography-free synthesis with excellent catalytic efficiency and good recyclability rendered this protocol superior and practical. The greenness of the present method was assessed through eco-score and E-factor. The significant results in gram-scale synthetic conditions validate its applicability in industries as well as academia in the near future. |
format | Online Article Text |
id | pubmed-9933228 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-99332282023-02-17 Tandem Protocol of Hexahydroquinoline Synthesis Using [H(2)-DABCO][HSO(4)](2) Ionic Liquid as a Green Catalyst at Room Temperature Sahiba, Nusrat Sethiya, Ayushi Teli, Pankaj Agarwal, Shikha ACS Omega [Image: see text] Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, and [H(2)-DABCO][HSO(4)](2) ionic-liquid-catalyzed one-pot multicomponent synthesis of hexahydroquinolines was reported under ambient reaction conditions. The reaction of 1,3-dicarbonyls, malononitrile, and ammonium acetate with various aldehydes in the presence of an ionic liquid catalyst and EtOH solvent at room temperature afforded excellent yields (76–100%) of hexahydroquinolines under a short reaction time (5–15 min). Mild reaction conditions, broad substrate scope (28 derivatives), and column-chromatography-free synthesis with excellent catalytic efficiency and good recyclability rendered this protocol superior and practical. The greenness of the present method was assessed through eco-score and E-factor. The significant results in gram-scale synthetic conditions validate its applicability in industries as well as academia in the near future. American Chemical Society 2023-02-06 /pmc/articles/PMC9933228/ /pubmed/36816668 http://dx.doi.org/10.1021/acsomega.2c07672 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Sahiba, Nusrat Sethiya, Ayushi Teli, Pankaj Agarwal, Shikha Tandem Protocol of Hexahydroquinoline Synthesis Using [H(2)-DABCO][HSO(4)](2) Ionic Liquid as a Green Catalyst at Room Temperature |
title | Tandem Protocol
of Hexahydroquinoline Synthesis Using
[H(2)-DABCO][HSO(4)](2) Ionic Liquid
as a Green Catalyst at Room Temperature |
title_full | Tandem Protocol
of Hexahydroquinoline Synthesis Using
[H(2)-DABCO][HSO(4)](2) Ionic Liquid
as a Green Catalyst at Room Temperature |
title_fullStr | Tandem Protocol
of Hexahydroquinoline Synthesis Using
[H(2)-DABCO][HSO(4)](2) Ionic Liquid
as a Green Catalyst at Room Temperature |
title_full_unstemmed | Tandem Protocol
of Hexahydroquinoline Synthesis Using
[H(2)-DABCO][HSO(4)](2) Ionic Liquid
as a Green Catalyst at Room Temperature |
title_short | Tandem Protocol
of Hexahydroquinoline Synthesis Using
[H(2)-DABCO][HSO(4)](2) Ionic Liquid
as a Green Catalyst at Room Temperature |
title_sort | tandem protocol
of hexahydroquinoline synthesis using
[h(2)-dabco][hso(4)](2) ionic liquid
as a green catalyst at room temperature |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9933228/ https://www.ncbi.nlm.nih.gov/pubmed/36816668 http://dx.doi.org/10.1021/acsomega.2c07672 |
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