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Synthesis 1990; 1990(8): 666-669
DOI: 10.1055/s-1990-26975
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Tris(benzotriazol-1-yl)methane: A -CO2H Synthon for the Preparation of Carboxylic Acids

Alan R. Katritzky* , Zhijun Yang, Jamshed N. Lam
  • *Department of Chemistry, University of Florida, Gainesville, FL 32611, USA
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Publication Date:
17 September 2002 (online)

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Lithiation of tris(benzotriazol-1-yl)methane 16 gives the tris(benzotriazolyl)methyl carbanion 17 which affords substitution products 18 with many electrophiles. Acidic hydrolysis of 18 affords the corresponding carboxylic acids 19 in good yield. The syntheses of several α-functionalized carboxylic acids are described.