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Synthesis 1994; 1994(5): 499-504
DOI: 10.1055/s-1994-25512
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Benzotriazole-Mediated Synthesis of α-Di- and α-Trisubstituted Ethers and Sulfides

Alan R. Katritzky* , Simona C. Jurczyk, Maria Szajda, Irina V. Shcherbakova, Jamshed N. Lam
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA
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Publication Date:
17 September 2002 (online)

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Ethylaryl- and diethylaryl(benzotriazol-1-yl)methanes, obtained by mono- or dialkylation of substituted (benzotriazol-1-ylmethyl)benzenes, react with sodium alkoxides, phenol and thiophenol to yield the corresponding α-di- and α-trisubstituted ethers and sulfides. With amines, instead of nucleophile displacement, products arising from reduction or elimination are formed.