Tehran University of Medical Sciences

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Improvement of the Van Leusen Reaction in the Presence of Β-Cyclodextrin: A Green and Efficient Synthesis of Oxazoles in Water Publisher



Rahimzadeh G1 ; Kianmehr E2 ; Mahdavi M1
Authors
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Authors Affiliations
  1. 1. School of Chemistry, College of Science, University of Tehran, Tehran, Iran
  2. 2. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences Published:2017


Abstract

An efficient approach for the synthesis of oxazoles through the Van Leusen reaction in the presence of β-cyclodextrin is described. In aqueous medium using β-cyclodextrin as a supramolecular catalyst, tosylmethyl isocyanide was deprotonated by triethylamine and subsequently underwent an addition/cyclization reaction with aldehydes to produce corresponding oxazoles in excellent yields. This protocol improves the Van Leusen reaction with the use of catalytic amounts of base at low temperature in green media.