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Nanocrystalline TiO2–HClO4 catalyzed three-component preparation of derivatives of 1-amidoalkyl-2-naphthol, 1-carbamato-alkyl-2-naphthol, 1-(α-aminoalkyl)-2-naphthol, and 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one

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Abstract

1-Amidoalkyl-2-naphthols, 1-carbamatoalkyl-2-naphthols, and 1-(α-aminoalkyl)-2-naphthols have been prepared by three-component reaction of 2-naphthol, aromatic aldehydes, and NH compounds, i.e. amides, carbamates, and secondary amines, respectively, in the presence of a catalytic amount of nanocrystalline TiO2–HClO4. In addition, 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one derivatives have been synthesized by reaction of 2-naphthol, aromatic aldehydes, and dimedone in the presence of the same nano catalyst. These reactions were studied under solvent-free conditions. This white acidic heterogeneous catalyst is very stable under the reaction conditions and was reused several times without significant loss of activity.

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Acknowledgments

We are grateful to the University of Sistan and Baluchestan Research Council for partial support of this research.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, PO Box 98135-674, Zahedan, Iran

    Hamid Reza Shaterian & Majid Mohammadnia

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  1. Hamid Reza Shaterian
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  2. Majid Mohammadnia
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Correspondence to Hamid Reza Shaterian.

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Shaterian, H.R., Mohammadnia, M. Nanocrystalline TiO2–HClO4 catalyzed three-component preparation of derivatives of 1-amidoalkyl-2-naphthol, 1-carbamato-alkyl-2-naphthol, 1-(α-aminoalkyl)-2-naphthol, and 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one. Res Chem Intermed 39, 4221–4237 (2013). https://doi.org/10.1007/s11164-012-0938-6

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