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Synthesis 1990; 1990(2): 142-144
DOI: 10.1055/s-1990-26814
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Synthesis of 2-Hydroxy-1-naphthoic Acid Derivatives by Oxidative Cyclization of Esters of 5-Aryl-3-oxopentanoic Acid by Mn(III) and Ce(IV) Salts

Attilio Citterio* , Luca Pesce, Roberto Sebastiano, Roberto Santi
  • *Dipartimento di Chimica del Politecnico, Piazza L.da Vinci 32, I-20133 Milano, Italy
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Publication Date:
17 September 2002 (online)

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A new synthesis of substituted 2-hydroxy-1-naphthoic acid esters and amides 4 by oxidation of 5-aryl-3-oxopentanoic acid esters or amides 1 with manganese(III) acetate or cerium(IV) ammonium nitrate has been developed, based on the intramolecular homolytic substitution by α-dicarbonylalkyl radicals generated from high-valent metal β-dicarbonyl complexes.