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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-...

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Autores principales: Sahiba, Nusrat, Sethiya, Ayushi, Teli, Pankaj, Agarwal, Shikha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
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.
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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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