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Copper-doped silica cuprous sulfate (CDSCS) as a highly efficient heterogeneous nano catalyst for synthesis of 3,5-disubstituted isoxazoles

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Abstract

A facile and highly efficient protocol for 1,3-dipolar cycloaddition of in situ generated nitrile oxides with terminal alkynes catalyzed by copper-doped silica cuprous sulfate (CDSCS) as a new and convenient heterogeneous nano catalyst is described. In this protocol, ‘click’ cycloaddition of various structurally diverse alkynes and imidoyl chlorides in the presence of CDSCS and NaHCO3 in a solution of i-PrOH/H2O (1:1, V/V) furnishes the corresponding 3,5-disubstituted isoxazoles in good to excellent yields at room temperature. CDSCS was approved as a chemically and thermally stable nano catalyst that can be recovered and reused for many consecutive trials without considerable decline in its reactivity.

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Acknowledgments

We are grateful to Shiraz University of Technology Research Council for partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Shiraz University of Technology, 71555-313, Shiraz, Iran

    M. N. Soltani Rad, S. Behrouz & M. A. Faghihi

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  1. M. N. Soltani Rad
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  2. S. Behrouz
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  3. M. A. Faghihi
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Correspondence to M. N. Soltani Rad or S. Behrouz.

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Soltani Rad, M.N., Behrouz, S. & Faghihi, M.A. Copper-doped silica cuprous sulfate (CDSCS) as a highly efficient heterogeneous nano catalyst for synthesis of 3,5-disubstituted isoxazoles. J IRAN CHEM SOC 11, 361–367 (2014). https://doi.org/10.1007/s13738-013-0307-4

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  • DOI: https://doi.org/10.1007/s13738-013-0307-4

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