Issue 0, 1968

The Stobbe condensation. Part V. The cyclisation of 3-methoxy-carbonyl-cis-4-(2-furyl)but-3-enoic acid and αβ-difurfurylidenesuccinic anhydride to the corresponding benzofuran derivatives

Abstract

3-Methoxycarbonyl-cis-4-(2-furyl)but-3-enoic acid is cyclised by acetic anhydride and sodium acetate to methyl 4-acetoxybenzofuran-6-carboxylate which is transformed into 4-methoxybenzofuran. Alcoholysis of cis-4-(2-furyl)but-3-en-1,3-dicarboxylic anhydride yields α-methoxycarbonylmethyl-trans-β-(2-furyl)acrylic acid, different from the half ester obtained by the Stobbe condensation. However, αβ-difurfurylidenesuccinic anhydride yields on pyrolysis 4-(2-furyl)benzofuran-5,6-dicarboxylic anhydride.

Article information

Article type
Paper

J. Chem. Soc. C, 1968, 867-869

The Stobbe condensation. Part V. The cyclisation of 3-methoxy-carbonyl-cis-4-(2-furyl)but-3-enoic acid and αβ-difurfurylidenesuccinic anhydride to the corresponding benzofuran derivatives

S. M. Abdel-Wahhab and L. S. El-Assal, J. Chem. Soc. C, 1968, 867 DOI: 10.1039/J39680000867

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