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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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Abstract

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.

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Fig. 1
Scheme 1
Scheme 2
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Acknowledgements

Vishal Singh thanks to IIT (BHU) for the financial support. Khushbu Rajput acknowledges UGC, New Delhi for providing SRF fellowship. Vandana Srivastava gratefully acknowledges the Central Instrumentation Facility Centre (CIFC) IIT (BHU) for the NMR facilities.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology (BHU), Varanasi, Uttar Pradesh, 221005, India

    Vishal Singh, Khushbu Rajput, Pratibha Verma, Sundaram Singh & Vandana Srivastava

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  1. Vishal Singh
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Contributions

VS, KR did the experimental work and erma prepared Figs. 1, 2. SS helped in the manuscript preparation and VS wrote the main manuscript text. All authors reviewed the manuscript.

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Correspondence to Vandana Srivastava.

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Singh, V., Rajput, K., Verma, P. et al. 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. Res Chem Intermed 49, 2969–2987 (2023). https://doi.org/10.1007/s11164-023-05032-4

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