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Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones

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Abstract

An efficient and facile green method for synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-one (4a-m) via room temperature reaction of hydroxylamine, ethylacetoacetate and substituted aromatic aldehydes is designed, using Ag/SiO2 as catalyst with water as solvent. This protocol offers several advantages, such as it being a benign, energy conserving and eco-friendly reaction with products obtained in excellent yields (88–93 %). The reaction requires relatively short reaction times (< 1 h), a simple workup procedure with good atom efficiency and easily recoverable catalyst. The heterogeneous catalyst, Ag/SiO2, was fully characterized and is reusable without loss of activity for up to seven cycles with marginal activity loss.

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Acknowledgments

The authors are thankful to the National Research Foundation (NRF) of South Africa, and University of KwaZulu-Natal, Durban, for financial support and research facilities.

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Authors and Affiliations

  1. School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Chiltern Hills, Durban, 4000, South Africa

    Surya Narayana Maddila, Suresh Maddila, Werner E. van Zyl & Sreekantha B. Jonnalagadda

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  1. Surya Narayana Maddila
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  2. Suresh Maddila
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  3. Werner E. van Zyl
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  4. Sreekantha B. Jonnalagadda
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Correspondence to Sreekantha B. Jonnalagadda.

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Maddila, S.N., Maddila, S., van Zyl, W.E. et al. Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones. Res Chem Intermed 42, 2553–2566 (2016). https://doi.org/10.1007/s11164-015-2167-2

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