Cargando…
A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions
A one-pot multicomponent reaction of a variety of benzaldehydes, dimedone, and 1H-1,2,4-triazol-3-amine for the efficient synthesis of quinazolinone derivatives under green conditions is reported. It was proved that MIL-101(Cr) could carry out successfully this multicomponent strategy to afford targ...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9357931/ https://www.ncbi.nlm.nih.gov/pubmed/35958232 http://dx.doi.org/10.3389/fchem.2022.898658 |
_version_ | 1784763818180608000 |
---|---|
author | Shiri, Pezhman Niknam, Esmaeil Aboonajmi, Jasem Khalafi-Nezhad, Ali Amani, Ali Mohammad |
author_facet | Shiri, Pezhman Niknam, Esmaeil Aboonajmi, Jasem Khalafi-Nezhad, Ali Amani, Ali Mohammad |
author_sort | Shiri, Pezhman |
collection | PubMed |
description | A one-pot multicomponent reaction of a variety of benzaldehydes, dimedone, and 1H-1,2,4-triazol-3-amine for the efficient synthesis of quinazolinone derivatives under green conditions is reported. It was proved that MIL-101(Cr) could carry out successfully this multicomponent strategy to afford target products in high yields. The scope and limitation of this catalytic system concerning the aldehyde substrates were explored. Different aldehydes could be conveniently delivered to quinazolinones at room temperature with short reaction times in an atom-economy way. Notably, MIL-101(Cr) was also characterized by different analytic methods such as FT-IR, SEM, and EDX. The outstanding benefits of this methodology are the availability of substrates, using green conditions, excellent functional group compatibility, and reusability of catalysts, therefore providing easy access to a range of products of interest in organic and medicinal chemistry. |
format | Online Article Text |
id | pubmed-9357931 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-93579312022-08-10 A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions Shiri, Pezhman Niknam, Esmaeil Aboonajmi, Jasem Khalafi-Nezhad, Ali Amani, Ali Mohammad Front Chem Chemistry A one-pot multicomponent reaction of a variety of benzaldehydes, dimedone, and 1H-1,2,4-triazol-3-amine for the efficient synthesis of quinazolinone derivatives under green conditions is reported. It was proved that MIL-101(Cr) could carry out successfully this multicomponent strategy to afford target products in high yields. The scope and limitation of this catalytic system concerning the aldehyde substrates were explored. Different aldehydes could be conveniently delivered to quinazolinones at room temperature with short reaction times in an atom-economy way. Notably, MIL-101(Cr) was also characterized by different analytic methods such as FT-IR, SEM, and EDX. The outstanding benefits of this methodology are the availability of substrates, using green conditions, excellent functional group compatibility, and reusability of catalysts, therefore providing easy access to a range of products of interest in organic and medicinal chemistry. Frontiers Media S.A. 2022-07-25 /pmc/articles/PMC9357931/ /pubmed/35958232 http://dx.doi.org/10.3389/fchem.2022.898658 Text en Copyright © 2022 Shiri, Niknam, Aboonajmi, Khalafi-Nezhad and Amani. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Chemistry Shiri, Pezhman Niknam, Esmaeil Aboonajmi, Jasem Khalafi-Nezhad, Ali Amani, Ali Mohammad A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title | A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title_full | A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title_fullStr | A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title_full_unstemmed | A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title_short | A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions |
title_sort | quick access to structurally diverse triazoloquinazoline heterocycles via the mil-101(cr)-catalyzed one-pot multi-component reaction of a series of benzaldehydes, dimedone, and 1h-1,2,4-triazol-3-amine under green conditions |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9357931/ https://www.ncbi.nlm.nih.gov/pubmed/35958232 http://dx.doi.org/10.3389/fchem.2022.898658 |
work_keys_str_mv | AT shiripezhman aquickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT niknamesmaeil aquickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT aboonajmijasem aquickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT khalafinezhadali aquickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT amanialimohammad aquickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT shiripezhman quickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT niknamesmaeil quickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT aboonajmijasem quickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT khalafinezhadali quickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions AT amanialimohammad quickaccesstostructurallydiversetriazoloquinazolineheterocyclesviathemil101crcatalyzedonepotmulticomponentreactionofaseriesofbenzaldehydesdimedoneand1h124triazol3amineundergreenconditions |