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


ABSTRACT: In this study, a novel functionalized metal-organic frameworks MIL-125(Ti)-N(CH2PO3H2)2 was designed and synthesized via post-modification methodology. Then, MIL-125(Ti)-N(CH2PO3H2)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.

SUBMITTER: Sepehrmansourie H 

PROVIDER: S-EPMC9709663 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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

Sepehrmansourie Hassan H   Kalhor Sima S   Zarei Mahmoud M   Zolfigol Mohammad Ali MA   Hosseinifard Mojtaba M  

RSC advances 20221130 53


In this study, a novel functionalized metal-organic frameworks MIL-125(Ti)-N(CH<sub>2</sub>PO<sub>3</sub>H<sub>2</sub>)<sub>2</sub> was designed and synthesized <i>via</i> post-modification methodology. Then, MIL-125(Ti)-N(CH<sub>2</sub>PO<sub>3</sub>H<sub>2</sub>)<sub>2</sub> as a mesoporous catalyst was applied for the synthesis of a wide range of novel tetrahydropyrido[2,3-<i>d</i>]pyrimidines as bioactive candidate compounds by one-pot condensation reaction of 3-(1-methyl-1<i>H</i>-pyrrol-2-  ...[more]

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