An Efficient Synthesis of Pyrido[2,3-&amp;lt;i&amp;gt;d&amp;lt;/i&amp;gt;]pyrimidine Derivatives via One-Pot Three-Component Reaction in Aqueous Media

Abdolmohammadi, Shahrzad; Balalaie, Saeed

doi:10.4236/ijoc.2012.21002

Cited by 40 publications

(5 citation statements)

References 40 publications

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“…The diverse range of biological activities of uracil derivatives in parasitic chemotherapy has stimulated considerable interest in their synthesis. Therefore, a number of reports have appeared in the literatures such as palladium-catalyzed oxidative coupling [14], nucleophilic-induced ring transformation [15], KF-Al 2 O 3 [16], L -proline [17], triethylbenzylammonium chloride (TEBAC) [18], diammonium hydrogen phosphate (DAHP) [19] and tetra-n-butyl ammonium bromide (TBAB) [20]. Most of these reported methods require a forcing conditions, high temperature, long reaction times and complex synthetic pathways.…”

Section: Introductionmentioning

confidence: 99%

Efficient one-pot synthesis of pyrido[2,3-d]pyrimidines catalyzed by nanocrystalline MgO in water

Rad

Mokhtary

2015

Int Nano Lett

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The direct three-component condensation of 6aminouracil, 6-amino-2-thiouracil or 6-amino-1,3dimethyluracil, with arylaldehydes and malononitrile to generate a series of pyrido[2,3-d]pyrimidine derivatives has been carried out over nanocrystalline MgO with high efficiency in water as a green solvent at 80°C. The morphology and structure of the nanocrystalline MgO were characterized by scanning electron microscopy, transmission electron microscopy and X-ray diffraction. The results confirmed the nanocrystalline MgO particle size is approximately 50 nm. This methodology offers significant improvements for the synthesis of pyrido[2,3-d]pyrimidine derivatives with regard to the yield of products, simplicity in operation, and green aspects by avoiding toxic catalysts and solvents.

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Section: Introductionmentioning

confidence: 99%

Efficient one-pot synthesis of pyrido[2,3-d]pyrimidines catalyzed by nanocrystalline MgO in water

Rad

Mokhtary

2015

Int Nano Lett

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“…The diammonium hydrogen phosphate [(NH 4 ) 2 HPO 4 ] (DAHP) was used as catalyst for the reaction among 6-aminouracil 5, propanedinitrile 2 and aromatic aldehydes 6 under microwave condition using DMF as solvent. It resulted in 82%-94% yields in a short time period (5-11 min) (Scheme 14) (Abdolmohammadi & Balalaie, 2012b). Jiang et al designed one pot multicomponent reaction between 2,6-diaminopyrimidine-4-one, 8 aryl aldehydes 39 and substituted barbiturate 40 to obtain the spiro-pyrido [2,3-d] pyrimidine derivatives 41 and 42 in water under microwave irradiation.…”

Section: Methodologies For Pyridopyrimidine Scaffoldmentioning

confidence: 99%

An overview on synthetic and pharmaceutical prospective of pyrido[2,3‐d]pyrimidines scaffold

Yadav

Shah

2020

Chem Biol Drug Des

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Pyrido[2,3-d]pyrimidine, a fused hetero-bicyclic nucleus containing pyridine and pyrimidine rings has attained the momentary attention in the sphere of multicomponent synthetic protocol and medicinal chemist. Pyrido[2,3-d]pyrimidine derived drugs have manifested diverse pharmacological activities, particularly, anti-inflammatory, cytotoxic, antimicrobial, phosphodiesterase inhibitors and cytokine inhibitors etc. The present review illustrates various modern synthetic strategies adopted, the structure-activity relationship (SAR) aspects and discloses the extensive crucial biological properties (anticancer, anti-infectious, anti-diabetics and CNS agents) of pyrido[2,3-d]pyrimidines. K E Y W O R D S anticancer, anti-diabetics, anti-infectious, CNS agents, pyrido[2,3-d]pyrimidines How to cite this article: Yadav P, Shah K. An overview on synthetic and pharmaceutical prospective of pyrido[2,3-d]pyrimidines scaffold.

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“…Balalaie et al [193] published an efficient three-component synthesis of pyrimidine fused pyridines through a domino Knoevenagel-Michael-cyclization reaction of aromatic aldehydes 312, 4(6)-aminouracil 313, and malononitrile 45 under microwave irradiation at 120 • C (Scheme 90). This reaction was also conducted in aqueous media using 10 mol% diammonium hydrogen phosphate.…”

Section: Synthesis Of Quinolines and Other Pyridine Condensed Compoundsmentioning

confidence: 99%

Transition metal-free one-pot synthesis of nitrogen-containing heterocycles

et al. 2015

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One-pot heterocyclic synthesis is an exciting research area as it can open routes for the development of otherwise complex transformations in organic synthesis. Heterocyclic compounds show wide spectrum of applications in medicinal chemistry, chemical biology, and materials science. These heterocycles can be generated very efficiently through highly economical and viable routes using one-pot synthesis. In particular, the metal-free one-pot synthetic protocols are highly fascinating due to several advantages for the industrial production of heterocyclic frameworks. This comprehensive review is devoted to the transition metal-free one-pot synthesis of nitrogen-containing heterocycles from the period 2010-2013.

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An Efficient Synthesis of Pyrido[2,3-<i>d</i>]pyrimidine Derivatives via One-Pot Three-Component Reaction in Aqueous Media

Cited by 40 publications

References 40 publications

Efficient one-pot synthesis of pyrido[2,3-d]pyrimidines catalyzed by nanocrystalline MgO in water

Efficient one-pot synthesis of pyrido[2,3-d]pyrimidines catalyzed by nanocrystalline MgO in water

An overview on synthetic and pharmaceutical prospective of pyrido[2,3‐d]pyrimidines scaffold

Transition metal-free one-pot synthesis of nitrogen-containing heterocycles

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