Biginelli reaction catalyzed by elemental bromine as a novel Lewis acid catalyst, under mild conditions

Kolvari, Eskandar; Arab, Ali; Robati, Maryam

doi:10.22034/ecc.2020.110144

Document Type : Original Research Article

Authors

Department of Chemistry, Semnan University, P.O. BOX 35195-363, Semnan, Iran

https://doi.org/10.22034/ecc.2020.110144

Abstract

In the present study, we discussed that, the elemental bromine is a highly efficient and selective homogeneous Lewis acid catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Biginelli three-component condensation was carried out by the reaction of an aromatic aldehyde, urea/thiourea, and methyl/ethyl acetoacetate in ethanol, to afford the desired product in high yields. The influence of reaction parameters including the solvent type and the bromine quantity on catalytic activity were also investigated. In addition, the quantum computations were employed to clarify the effect of the Lewis acid catalyst. The structure of the products was validated using the FT-IR, ¹HNMR, and ¹³CNMR. Our procedure offered several advantages including, the mild reaction conditions, employing an inexpensive catalyst, and easy workup.

Graphical Abstract

Keywords

Main Subjects

Organic Chemistry

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Eurasian Chemical Communications

Biginelli reaction catalyzed by elemental bromine as a novel Lewis acid catalyst, under mild conditions

References

References

Volume 2, Issue 8
August 2020
Pages 909-915

Biginelli reaction catalyzed by elemental bromine as a novel Lewis acid catalyst, under mild conditions

References

References

Volume 2, Issue 8August 2020Pages 909-915

Volume 2, Issue 8
August 2020
Pages 909-915