4.5 Article

A facile one-pot three component synthesis of 3, 4-dihydropyrimidin-2(1H)-ones or thiones promoted by a polymer-supported BF3 under solvent-free conditions

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 48, Issue 8, Pages 3449-3473

Publisher

SPRINGER
DOI: 10.1007/s11164-022-04764-z

Keywords

Biginelli reaction; Dihydropyrimidinones; Solvent-free; Recyclable catalyst; Poly(4-vinyl pyridine); Heterogeneous catalyst

Funding

  1. Research Council of Yazd University

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In this study, a cross-linked poly(4-vinylpyridine)-supported boron trifluoride catalyst was prepared and characterized. The catalyst showed good catalytic activity in the Biginelli reaction under solvent-free conditions, with advantages such as high yield, short reaction time, and reusability.
In this study, cross-linked poly(4-vinylpyridine)-supported boron trifluoride, [P-4-VP]-BF3, has been easily prepared and characterized by Fourier transform infrared (FT-IR), X-ray diffraction pattern, energy-dispersive X-ray spectroscopy analysis, scanning electron microscopy images and mapping. Afterward, catalytic activity of the obtained solid polymer-supported Lewis acid catalyst has been examined in Biginelli reaction for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones and 3, 4 dihydropyrimidin-2(1H)-thiones via one-pot three-component reaction between aryl aldehydes, beta-dicarbonyl compounds and urea or thiourea under solvent-free conditions. The products were confirmed by their melting points (m.p.), FT-IR H-1 and C-13 nuclear magnetic resonance spectroscopy. The present procedure offers advantages, such as high to excellent yield (68-97% isolated yields), short reaction time (30-45 min), reusability of the catalyst, clean and fast work-up and easy separation of the catalyst by a simple filtration. [GRAPHICS] .

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