Green synthesis of pyrazolopyranopyrimidinone and pyranopyrazole derivatives using porphyrin‐initiated amine‐functionalized PolyBCMO dendritic polymer as sonocatalyst

Abstract

A novel porphyrin-initiated amine-functionalized poly-3,3-bis(chloromethyl) oxetane (PBCMO-amine) dendritic polymer was effectively synthesized. Characterization using the UV-vis, IR, NMR, PXRD, TG, and FE-SEM spectroscopy and microscopy enabled one to assess the structural and morphological stability of the PBCMO-amine. Its catalytic activity was studied in one-pot fourcomponent solvent-free synthesis of pyrazolopyranopyrimidinone and pyranopyrazole using aldehyde, ethylacetoacetate, hydrazine hydrate, and barbituric acid/malononitrile by simple ultrasonic irradiation. Because of the water-soluble nature of PBCMO-amine, the catalyst could be separated and reused without the loss of its activity.

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

“…The most important method of synthesis of Pyrazolopyranopyrimidines is the use of four-component reactions of aldehyde derivatives, barbituric acid, ethyl acetoacetate, and hydrazine hydrate under different conditions. Reports such as the use of amine-functionalized with polymer compounds ( Avudaiappan et al, 2020 ), ZnO nanoparticles ( Heravi and Daraie, 2016 ), DABCO ( Heravi et al, 2014 ), ionic liquid ( Patil et al, 2021 ), and magnetic nanoparticles ( Honari et al, 2021 ) for synthesis of pyrazolopyranopyrimidine derivatives has been carried out.…”

Recent advancements in the multicomponent synthesis of heterocycles integrated with a pyrano[2,3-d]pyrimidine core

“…Govindan et al 99 have developed the synthesis of tricyclic dihydropyrazolo-pyrano-pyrimidine-diones using a sono-catalyst e.g. porphyrin-initiated amine-functionalized PBCMO-amine dendritic polymer.…”

[18-C-6H3O+]: an in-situ generated macrocyclic complex and an efficient, novel catalyst for synthesis of pyrano[2,3-c]pyrazole derivatives

“…The physical properties of pyranopyrazoles (pypys) have rendered them as highly efficient pharmacophores, for the treatment of cancer, diabetic, pyretic, HIV, etc 1 . The existing synthetic methods for the generation of pypys requires long reaction time, tedious purification and tough conditions [2][3][4][5][6][7][8][9][10][11] , therefore the development of a straightforward method is sought for. Among macrocycles, crown ethers are of great value in synthetic chemistry field as phase transfer catalyst.…”