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A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum’s acids, dialkyl acetylenedicarboxylates, and simple alcohols

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Abstract

A one-pot synthesis of 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from intermolecular hetero-Diels–Alder reaction between vinylidene Melderum’s acids and dialkyl acetylenedicarboxylates, in the presence of simple alcohols at room temperature, is described. The advantages of this procedure are good yields, short reaction time, and easy workup. Antioxidant properties of four derivatives of these 3,4-dihydro-2H-pyran-2-ones, together with their antimicrobial activities, are investigated.

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Acknowledgements

We gratefully acknowledge from Science and Research Branch, Islamic Azad University, Tehran, Iran because of spiritual support.

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Authors and Affiliations

  1. Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran

    Samira Khandan & Javad Azizian

  2. Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran

    Issa Yavari

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  1. Samira Khandan
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Correspondence to Issa Yavari.

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Khandan, S., Yavari, I. & Azizian, J. A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum’s acids, dialkyl acetylenedicarboxylates, and simple alcohols. Mol Divers 27, 125–133 (2023). https://doi.org/10.1007/s11030-022-10407-7

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