4.5 Article

A green approach for the synthesis of 2-oxo-1,2,3,4-tetrahydropyrimidines through oxidative functionalization of methyl arenes/benzyl derivatives via in situ generated urea

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RESEARCH ON CHEMICAL INTERMEDIATES
卷 49, 期 7, 页码 2969-2987

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SPRINGER
DOI: 10.1007/s11164-023-05032-4

关键词

Urea hydrogen peroxide; Lactic acid; Multicomponent reaction; Solvent-free condition; Dihydropyrimidinones

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The present study developed a new one-pot synthesis method for 2-oxo-1,2,3,4-tetrahydropyrimidines. This method employed methyl arenes as a substitute for aldehydes, in situ generation of urea, and eco-friendly lactic acid as a green catalyst to achieve solvent-free synthesis of the desired product via the Biginelli reaction. The method showcased environmentally friendly mild reaction conditions, easily accessible and cost-effective starting materials, a valuable bio-based green catalyst, aerobic conditions, short reaction time, tolerance towards various functional groups, and easy isolation of the final product with high yield even without the use of chromatographic separation technique.
The present work revealed a novel one-pot synthesis of 2-oxo-1,2,3,4-tetrahydropyrimidines. It involved the use of methyl arenes as a surrogate of aldehydes, in situ generation of urea, and eco-friendly lactic acid as a green catalyst for the synthesis of the desired product in solvent-free conditions via the Biginelli reaction. The appealing characteristics of the proposed protocol include; environmentally benign mild reaction conditions, readily available and cost-effective chemicals as starting material, invaluable bio-based green catalyst, aerobic conditions, shorter reaction time, tolerance to distinct functional groups, and easy isolation of final product with high yield value even without the use of chromatographic separation technique. [GRAPHICS] .

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