A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation

In this study, a novel functionalized metal–organic frameworks MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) was designed and synthesized via post-modification methodology. Then, MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst was applied for the synthesis of a wide range of novel tetrahydropyrido[2,3-...

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Autores principales: Sepehrmansourie, Hassan, Kalhor, Sima, Zarei, Mahmoud, Zolfigol, Mohammad Ali, Hosseinifard, Mojtaba
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709663/
https://www.ncbi.nlm.nih.gov/pubmed/36545580
http://dx.doi.org/10.1039/d2ra05655k
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author Sepehrmansourie, Hassan
Kalhor, Sima
Zarei, Mahmoud
Zolfigol, Mohammad Ali
Hosseinifard, Mojtaba
author_facet Sepehrmansourie, Hassan
Kalhor, Sima
Zarei, Mahmoud
Zolfigol, Mohammad Ali
Hosseinifard, Mojtaba
author_sort Sepehrmansourie, Hassan
collection PubMed
description In this study, a novel functionalized metal–organic frameworks MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) was designed and synthesized via post-modification methodology. Then, MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst was applied for the synthesis of a wide range of novel tetrahydropyrido[2,3-d]pyrimidines as bioactive candidate compounds by one-pot condensation reaction of 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile, 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione and aromatic aldehydes at 100 °C under solvent-free condition. Interestingly, the preparation of tetrahydropyrido[2,3-d]pyrimidine was achieved via vinylogous anomeric based oxidation mechanism with a high yield and short reaction time.
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spelling pubmed-97096632022-12-20 A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation Sepehrmansourie, Hassan Kalhor, Sima Zarei, Mahmoud Zolfigol, Mohammad Ali Hosseinifard, Mojtaba RSC Adv Chemistry In this study, a novel functionalized metal–organic frameworks MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) was designed and synthesized via post-modification methodology. Then, MIL-125(Ti)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst was applied for the synthesis of a wide range of novel tetrahydropyrido[2,3-d]pyrimidines as bioactive candidate compounds by one-pot condensation reaction of 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile, 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione and aromatic aldehydes at 100 °C under solvent-free condition. Interestingly, the preparation of tetrahydropyrido[2,3-d]pyrimidine was achieved via vinylogous anomeric based oxidation mechanism with a high yield and short reaction time. The Royal Society of Chemistry 2022-11-30 /pmc/articles/PMC9709663/ /pubmed/36545580 http://dx.doi.org/10.1039/d2ra05655k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sepehrmansourie, Hassan
Kalhor, Sima
Zarei, Mahmoud
Zolfigol, Mohammad Ali
Hosseinifard, Mojtaba
A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title_full A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title_fullStr A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title_full_unstemmed A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title_short A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
title_sort convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709663/
https://www.ncbi.nlm.nih.gov/pubmed/36545580
http://dx.doi.org/10.1039/d2ra05655k
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