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One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via Huisgen 1,3-dipolar cycloaddition catalysed by SiO2–Cu(I) oxide and single crystal X-ray analysis of 1-benzyl-4-phenyl-1H-1,2,3-triazole

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Abstract

A one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via Huisgen 1,3-dipolar cycloaddition reaction between terminal alkynes, benzyl/allyl/alkyl halides, and NaN3 in water at room temperature using silica-supported copper(I) oxide (SiO2–Cu2O) has been developed. Various supported copper(I) oxide catalysts have been tested for this reaction where silica-supported copper(I) oxide works well in this reaction. The catalyst being heterogeneous can be easily recovered at the end of reaction and can be reused making the process completely economical. A single crystal X-ray analysis of 1-benzyl-4-phenyl-1H-1,2,3-triazole has revealed that the compound crystallizes in the monoclinic space group P21.

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Acknowledgments

We are grateful to Director, SAIF, Punjab University, Chandigarh, for SEM, TEM, and XRD. We also extend our sincere thanks to UGC, New Delhi, for financial support to purchase FTIR and for awarding Major Research Project (F 41‐281/2012 (SR)), and Prof. R. K. Bamezai, Department of Chemistry, University of Jammu, for recording TGA. We are also thankful to Prof. Rajni Kant for the single crystal X-ray diffractometer sanctioned as a National Facility under project No. SR/S2/CMP-47/2003 by Department of Science and Technology.

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Authors and Affiliations

  1. Department of Chemistry, University of Jammu, Jammu, 180 006, India

    Manjulla Gupta, Monika Gupta & Satya Paul

  2. Post-Graduate Department of Physics and Electronics, University of Jammu, Jammu Tawi, 180 006, India

    Rajni Kant & Vivek K. Gupta

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  1. Manjulla Gupta
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  2. Monika Gupta
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  3. Satya Paul
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  4. Rajni Kant
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  5. Vivek K. Gupta
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Correspondence to Monika Gupta.

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Gupta, M., Gupta, M., Paul, S. et al. One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via Huisgen 1,3-dipolar cycloaddition catalysed by SiO2–Cu(I) oxide and single crystal X-ray analysis of 1-benzyl-4-phenyl-1H-1,2,3-triazole. Monatsh Chem 146, 143–148 (2015). https://doi.org/10.1007/s00706-014-1285-7

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