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Selective reduction of nitroarenes to N-arylhydroxylamines by use of Zn in a CO2–H2O system, promoted by ultrasound

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Abstract

The promoting effect of ultrasound on the selective reduction of nitroarenes to N-arylhydroxylamines by use of Zn in an environmentally benign CO2–H2O system has been demonstrated. The yield of N-phenylhydroxylamine reaches 95 % when the reaction is carried out with a Zn-to-nitrobenzene molar ratio of 2.2 under ultrasound (40 kHz) at 25 °C and normal pressure of CO2 for 60 min. Application of ultrasound to the reaction has the advantages of higher yield of N-arylhydroxylamines, shorter reaction time, and consumption of less Zn.

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Acknowledgments

This work was supported by the Doctoral Fund of the Ministry of Education of China (grant no: 20070141046).

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Authors and Affiliations

  1. College of Chemistry, Jilin Normal University, Siping, 136000, China

    Shijuan Liu

  2. State Key Laboratory of Fine Chemicals, Faculty of Chemical Environmental and Biological Science and Technology, Dalian University of Technology, Dalian, 116012, China

    Shijuan Liu, Yanhua Wang, Xun Yang & Jingyang Jiang

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  1. Shijuan Liu
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  2. Yanhua Wang
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  3. Xun Yang
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  4. Jingyang Jiang
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Correspondence to Jingyang Jiang.

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Liu, S., Wang, Y., Yang, X. et al. Selective reduction of nitroarenes to N-arylhydroxylamines by use of Zn in a CO2–H2O system, promoted by ultrasound. Res Chem Intermed 38, 2471–2478 (2012). https://doi.org/10.1007/s11164-012-0562-5

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