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An oxy-Michael addition: 2,5-dihydroxy-1,4-benzoquinone-assisted synthesis of 1-[ethoxy(phenyl)methyl]-2-naphthol and 5-[ethoxy(phenyl)methyl]-6-hydroxyquinoline derivatives

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Abstract

The 2,5-dihydroxy-1,4-benzoquinone-assisted oxy-Michael addition reaction between an aromatic aldehyde, EtOH and 2-naphthol or 6-hydroxyquinoline in the presence of HCl to afford the 1-[ethoxy(aryl)methyl]-2-naphthol and 5-[ethoxy(phenyl)methyl]-6-hydroxyquinoline derivatives at room temperature is described.

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Acknowledgment

We gratefully acknowledge financial support from the Research Council of the Shahid Beheshti University.

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Authors and Affiliations

  1. Department of Chemistry, Shahid Beheshti University G. C, P. O. Box 19396-4716, Tehran, Iran

    Sajjad Keshipour, Ahmad Shaabani, Milad Pedarpour & Afshin Sarvary

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  1. Sajjad Keshipour
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  2. Ahmad Shaabani
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  3. Milad Pedarpour
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  4. Afshin Sarvary
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Correspondence to Ahmad Shaabani.

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Keshipour, S., Shaabani, A., Pedarpour, M. et al. An oxy-Michael addition: 2,5-dihydroxy-1,4-benzoquinone-assisted synthesis of 1-[ethoxy(phenyl)methyl]-2-naphthol and 5-[ethoxy(phenyl)methyl]-6-hydroxyquinoline derivatives. Res Chem Intermed 40, 149–156 (2014). https://doi.org/10.1007/s11164-012-0951-9

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