Cargando…
Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines
The synthesis of six-membered oxygen- and nitrogen-containing heterocycles has been regarded as the most fundamental issue in organic chemistry and the chemical industry because these heterocycles are used in producing high-value products. In this study, an efficient, economic, sustainable, and gree...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9516894/ https://www.ncbi.nlm.nih.gov/pubmed/36320279 http://dx.doi.org/10.1039/d2ra05070f |
_version_ | 1784798802532630528 |
---|---|
author | Ghiai, Ramin Alavinia, Sedigheh Ghorbani-Vaghei, Ramin |
author_facet | Ghiai, Ramin Alavinia, Sedigheh Ghorbani-Vaghei, Ramin |
author_sort | Ghiai, Ramin |
collection | PubMed |
description | The synthesis of six-membered oxygen- and nitrogen-containing heterocycles has been regarded as the most fundamental issue in organic chemistry and the chemical industry because these heterocycles are used in producing high-value products. In this study, an efficient, economic, sustainable, and green protocol for their multicomponent synthesis has been developed. The one-pot direct Knoevenagel condensation–Michael addition–cyclization sequences for the transformation of aromatic aldehydes, malononitrile, and 2-aminopyridine generate the corresponding 1,8-naphthyridines over a novel mesoporous bifunctional organocatalyst supported cholorosulfonic acid [poly(triazine-benzene sulfonamide)-SO(3)H (PTBSA-SO(3)H)] under ambient conditions. The catalyst was used for the formation of 1,8-naphthyridine derivatives for six runs. The current strategy provided a wider substrate range, and short reaction times. |
format | Online Article Text |
id | pubmed-9516894 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-95168942022-10-31 Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines Ghiai, Ramin Alavinia, Sedigheh Ghorbani-Vaghei, Ramin RSC Adv Chemistry The synthesis of six-membered oxygen- and nitrogen-containing heterocycles has been regarded as the most fundamental issue in organic chemistry and the chemical industry because these heterocycles are used in producing high-value products. In this study, an efficient, economic, sustainable, and green protocol for their multicomponent synthesis has been developed. The one-pot direct Knoevenagel condensation–Michael addition–cyclization sequences for the transformation of aromatic aldehydes, malononitrile, and 2-aminopyridine generate the corresponding 1,8-naphthyridines over a novel mesoporous bifunctional organocatalyst supported cholorosulfonic acid [poly(triazine-benzene sulfonamide)-SO(3)H (PTBSA-SO(3)H)] under ambient conditions. The catalyst was used for the formation of 1,8-naphthyridine derivatives for six runs. The current strategy provided a wider substrate range, and short reaction times. The Royal Society of Chemistry 2022-09-28 /pmc/articles/PMC9516894/ /pubmed/36320279 http://dx.doi.org/10.1039/d2ra05070f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Ghiai, Ramin Alavinia, Sedigheh Ghorbani-Vaghei, Ramin Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title | Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title_full | Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title_fullStr | Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title_full_unstemmed | Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title_short | Chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
title_sort | chlorosulfonic acid coated on porous organic polymer as a bifunctional catalyst for the one-pot three-component synthesis of 1,8-naphthyridines |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9516894/ https://www.ncbi.nlm.nih.gov/pubmed/36320279 http://dx.doi.org/10.1039/d2ra05070f |
work_keys_str_mv | AT ghiairamin chlorosulfonicacidcoatedonporousorganicpolymerasabifunctionalcatalystfortheonepotthreecomponentsynthesisof18naphthyridines AT alaviniasedigheh chlorosulfonicacidcoatedonporousorganicpolymerasabifunctionalcatalystfortheonepotthreecomponentsynthesisof18naphthyridines AT ghorbanivagheiramin chlorosulfonicacidcoatedonporousorganicpolymerasabifunctionalcatalystfortheonepotthreecomponentsynthesisof18naphthyridines |