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l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach
The efficient, highly convenient synthesis of polysubstituted pyridine derivatives was established via the reaction of N-(benzothiazol-2-yl)-2-cyanoacetamides with an assortment of arylidene malononitriles and arylidene ethyl cyanoacetates in the presence of l-proline as an efficient organocatalyst...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089412/ https://www.ncbi.nlm.nih.gov/pubmed/35558590 http://dx.doi.org/10.1039/c8ra07013j |
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author | Ibrahim, Hamada Mohamed Ahmed Arafa, Wael Abdelgayed Behbehani, Haider |
author_facet | Ibrahim, Hamada Mohamed Ahmed Arafa, Wael Abdelgayed Behbehani, Haider |
author_sort | Ibrahim, Hamada Mohamed |
collection | PubMed |
description | The efficient, highly convenient synthesis of polysubstituted pyridine derivatives was established via the reaction of N-(benzothiazol-2-yl)-2-cyanoacetamides with an assortment of arylidene malononitriles and arylidene ethyl cyanoacetates in the presence of l-proline as an efficient organocatalyst for this type of ultrasonic-mediated Michael addition. The mechanistic pathway and factors affecting this reaction were also established. The main characteristics of this procedure are high yields, use of a cost-effective catalyst, and easy work-up and purification. |
format | Online Article Text |
id | pubmed-9089412 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90894122022-05-11 l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach Ibrahim, Hamada Mohamed Ahmed Arafa, Wael Abdelgayed Behbehani, Haider RSC Adv Chemistry The efficient, highly convenient synthesis of polysubstituted pyridine derivatives was established via the reaction of N-(benzothiazol-2-yl)-2-cyanoacetamides with an assortment of arylidene malononitriles and arylidene ethyl cyanoacetates in the presence of l-proline as an efficient organocatalyst for this type of ultrasonic-mediated Michael addition. The mechanistic pathway and factors affecting this reaction were also established. The main characteristics of this procedure are high yields, use of a cost-effective catalyst, and easy work-up and purification. The Royal Society of Chemistry 2018-11-08 /pmc/articles/PMC9089412/ /pubmed/35558590 http://dx.doi.org/10.1039/c8ra07013j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Ibrahim, Hamada Mohamed Ahmed Arafa, Wael Abdelgayed Behbehani, Haider l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title |
l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title_full |
l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title_fullStr |
l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title_full_unstemmed |
l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title_short |
l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
title_sort | l-proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089412/ https://www.ncbi.nlm.nih.gov/pubmed/35558590 http://dx.doi.org/10.1039/c8ra07013j |
work_keys_str_mv | AT ibrahimhamadamohamed lprolinecatalyzedonepotsynthesisofpolysubstitutedpyridinesystemincorporatingbenzothiazolemoietyviasustainablesonochemicalapproach AT ahmedarafawaelabdelgayed lprolinecatalyzedonepotsynthesisofpolysubstitutedpyridinesystemincorporatingbenzothiazolemoietyviasustainablesonochemicalapproach AT behbehanihaider lprolinecatalyzedonepotsynthesisofpolysubstitutedpyridinesystemincorporatingbenzothiazolemoietyviasustainablesonochemicalapproach |