Research on Chemical Intermediates

, Volume 42, Issue 3, pp 2553–2566 | Cite as

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

  • Surya Narayana Maddila
  • Suresh Maddila
  • Werner E. van Zyl
  • Sreekantha B. JonnalagaddaEmail author


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.

Graphical Abstract


Green synthesis Heterogeneous catalyst Isoxazoles Ag/SiO2 One-pot reaction 



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.

Supplementary material

11164_2015_2167_MOESM1_ESM.doc (2.9 mb)
Supplementary material 1 (DOC 3015 kb)


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Copyright information

© Springer Science+Business Media Dordrecht 2015

Authors and Affiliations

  • Surya Narayana Maddila
    • 1
  • Suresh Maddila
    • 1
  • Werner E. van Zyl
    • 1
  • Sreekantha B. Jonnalagadda
    • 1
    Email author
  1. 1.School of Chemistry and PhysicsUniversity of KwaZulu-NatalDurbanSouth Africa

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