Biginelli reaction of β-ketophosphonates, aromatic or aliphatic aldehydes and urea derivatives

Popovics-Tóth, Nóra; Tajti, Ádám; Bálint, Erika

doi:10.1080/10426507.2021.2011880

Cited by 3 publications

(1 citation statement)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Balint and co-workers synthesized 3,4-dihydropyrimidin-2(1H)-one phosphonates using the Biginelli reaction, which was studied under MW conditions. 28 Using model substrates such as β-ketophosphonates, aldehydes, and urea derivatives, zinc triflate as a catalyst in solvent-free condition under MW irradiation, they achieved a moderate-to-good yield of the product (Scheme 6). For reactions with β-ketophosphonates, aliphatic aldehydes were not suitable.…”

Section: Biginelli Reaction Using Microwave Irradiationmentioning

confidence: 99%

Advances in Biginelli reaction: A comprehensive review

Chandravarkar,

Aneeja,

Anilkumar

2023

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

The Biginelli reaction, a conventional three‐component reaction provides 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via one‐pot acid catalyzed cyclocondensation of an aldehyde, a β‐keto ester, and urea or thiourea. Dihydropyrimidones are well‐known scaffolds having a wide range of pharmacological activities. So far classical Biginelli reaction has witnessed several modification and studies are still continuing in this field to develop greener and efficient methodologies. In this review, we summarize the recent advances in Biginelli reaction covering literature from 2020 to 2023.

show abstract

Section: Biginelli Reaction Using Microwave Irradiationmentioning

confidence: 99%

Advances in Biginelli reaction: A comprehensive review

Chandravarkar,

Aneeja,

Anilkumar

2023

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

show abstract

Recent advances in the synthesis of six-membered heterocycles via multicomponent reactions (from 2017 to 2022)

Zadsirjan

2024

Advances in Heterocyclic Chemistry

View full text Add to dashboard Cite

Synthesis, molecular docking, and in silico ADME studies of dihydropyrimidine derivatives using tetrabutylphosphonium methanesulphonate ionic liquid as a catalyst under solvent-free conditions

2022

View full text Add to dashboard Cite

This paper describes the synthesis and characterization of tetrabutylphosphonium methanesulphonate ionic liquid and its use for the first time as a catalyst in a multicomponent reaction for one-pot synthesis of dihydropyrimidine derivatives from various aromatic aldehydes, methyl or ethyl acetoacetate, and urea or thio-urea under solvent-free conditions at 120 °C. About 21 different dihydropyrimidine derivatives have been synthesized in excellent yields. The advantages of this method are the following: solvent-free conditions, a small amount of catalyst required, shorter reaction time, easy workup procedure, and no hazardous organic solvents or toxic catalysts. This catalyst was easily prepared and showed an excellent level of reusability. The molecular docking study was performed to evaluate interactions between the active compounds with Leishmania pteridine reductase 1 (PTR1). Using theoretical evaluation, ADME properties in silico were investigated for their oral bioavailability to predict the safer efficacy of the synthesized compounds.

show abstract

Biginelli reaction of β-ketophosphonates, aromatic or aliphatic aldehydes and urea derivatives

Cited by 3 publications

References 7 publications

Advances in Biginelli reaction: A comprehensive review

Advances in Biginelli reaction: A comprehensive review

Recent advances in the synthesis of six-membered heterocycles via multicomponent reactions (from 2017 to 2022)

Synthesis, molecular docking, and in silico ADME studies of dihydropyrimidine derivatives using tetrabutylphosphonium methanesulphonate ionic liquid as a catalyst under solvent-free conditions

Contact Info

Product

Resources

About