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An efficient diastereoselective synthesis of novel fused 5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones via one-pot three-component reaction

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Abstract

Herein, a convenient and efficient synthesis of 7-benzoyl-6-(aryl)-6,7-dihydro-5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-one derivatives was achieved from the reaction of isoquinolinium N-ylides, aromatic aldehydes, and heterocyclic 1,3-dicarbonyl compounds via one-pot three-component diastereoselective domino reaction in good-to-excellent yields. The advantages of this protocol are easily available starting materials, operational simplicity, and avoidance of hazardous organic solvents and catalyst. The synthesized products were characterized by IR, 1H NMR, 13C NMR and mass spectra. Additionally, the conclusive structure of target compounds was confirmed by X-Ray diffraction analysis.

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Acknowledgements

The Research Council of Ferdowsi University of Mashhad is acknowledged for financial support (Grant No. 3/48721).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, Iran

    Tooba Tabibi & Abbas Ali Esmaeili

  2. Department of Chemistry, Tulane University, New Orleans, LA, USA

    Joel T. Mague

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  1. Tooba Tabibi
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Correspondence to Abbas Ali Esmaeili.

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Tabibi, T., Esmaeili, A.A. & Mague, J.T. An efficient diastereoselective synthesis of novel fused 5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones via one-pot three-component reaction. Mol Divers 26, 183–190 (2022). https://doi.org/10.1007/s11030-020-10173-4

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