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Synthesis 1991; 1991(11): 951-953
DOI: 10.1055/s-1991-26615
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Reactions of 2-Benzyl-5-phenylisoxazolidine-3-thiones with Aromatics in the Presence of Anhydrous Aluminum Chloride: Synthesis of 3-Aryl-N-benzyl-3-phenylpropanothiohydroxamic Acids

Youngwan Seo* , Kwang Ryul Mun, Kyongtae Kim
  • *Department of Chemistry, Seoul National University, Seoul 151-742, South Korea
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Publication Date:
29 April 2002 (online)

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2-Benzyl- and 2-(2-chlorobenzyl)-5-phenylisoxazolidine-3-thiones 1 and 2-benzyl-5-phenylisoxazolidin-3-one 2 react with aromatics such as toluene, biphenyl, p-xylene, and chlorobenzene in the presence of anhydrous aluminum chloride, in dichloromethane at room temperature to give 3-aryl-N-benzyl-3-phenylpropanothiohydroxamic acids and 3-aryl-N-benzyl-3-phenylpropanohydroxamic acids in good yields.