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Zirconium(IV) Oxychloride Octahydrate (ZrOCl2·8H2O): An Efficient Catalyst for the One-Pot Multicomponent Synthesis of Hexahydroquinoline Derivatives under Conventional Heating and Microwave Irradiation

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Abstract

An efficient one-pot synthesis of hexahydroquinoline derivatives by the condensation of aromatic aldehydes, 5,5-dimethylcyclohexane-1,3-dione, ethyl (or methyl) acetoacetate, and ammonium acetate in the presence of zirconium(IV) oxychloride octahydrate (ZrOCl2·8H2O) as catalyst has been developed. The reaction was performed under conventional heating, as well as under microwave irradiation. The developed methodology (microwave-assisted method) offers several advantages, including shorter reaction time, milder conditions, easy work-up, inexpensive catalyst, and excellent yields. The structure of the synthesized compounds has been established on the basis of their spectral and analytical data.

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ACKNOWLEDGMENTS

The authors are thankful to Dean of Scientific Research, King Khalid University, and the College of Pharmacy, Department of Pharmaceutical Chemistry, for providing facilities to carry out our research work.

Funding

This work was supported by the Dean of Scientific Research, King Khalid University, according to the General Research Project, grant no. R.G.P2/83/41.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, 61421, Abha, Saudi Arabia

    S. Tasqeeruddin

  2. Department of Pharmacology, College of Pharmacy, King Khalid University, 61421, Abha, Saudi Arabia

    Y. I. Asiri

  3. Department of Pharmacology, Anwarul Uloom College of Pharmacy, Mallepally, 500001, Hyderabad, India

    S. Shaheen

Authors
  1. S. Tasqeeruddin
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  2. Y. I. Asiri
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  3. S. Shaheen
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Correspondence to S. Tasqeeruddin.

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Tasqeeruddin, S., Asiri, Y.I. & Shaheen, S. Zirconium(IV) Oxychloride Octahydrate (ZrOCl2·8H2O): An Efficient Catalyst for the One-Pot Multicomponent Synthesis of Hexahydroquinoline Derivatives under Conventional Heating and Microwave Irradiation. Russ J Org Chem 58, 1008–1014 (2022). https://doi.org/10.1134/S1070428022070107

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