Química Nova (Sep 2015)

SÍNTESE DE ÁCIDOS CUMARINO-3-CARBOXÍLICOS E SUA APLICAÇÃO NA SÍNTESE TOTAL DA AIAPINA, CUMARINA E UMBELIFERONA

  • Silvio Cunha,
  • Carlos Eduardo Martins Iunes,
  • Caio Costa Oliveira,
  • Lourenço Luis Botelho de Santana

DOI
https://doi.org/10.5935/0100-4042.20150096
Journal volume & issue
Vol. 38, no. 8
pp. 1125 – 1131

Abstract

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The synthesis of 3-coumarin-carboxylic acids and their application to the total synthesis of the natural products ayapin, coumarin, and umbeliferone in undergraduate organic chemistry experiments is described herein. The synthetic approach consists of a one-pot cyclization between salyciladehydes and Meldrum's acid in water to produce the above mentioned acids, followed by decarboxylation under basic or radical conditions.

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