SynOpen (Jan 2023)

Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters

  • Ryo Miyata,
  • Takashi Shigeta,
  • Shigenori Kumazawa,
  • Masahiro Egi

DOI
https://doi.org/10.1055/s-0042-1751408
Journal volume & issue
Vol. 07, no. 01
pp. 8 – 16

Abstract

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Selective syntheses of coumarin and benzofuran derivatives were achieved via HClO4-mediated intermolecular annulation using phenols and α-methoxy-β-ketoesters. Coumarins are formed under dehydrated conditions, whereas benzofurans are formed in the presence of water. In the synthetic process of benzofurans, α-methoxy-β-ketoesters are converted into α-methoxyacetophenones, and the methoxy group is an important element in the intermolecular annulation.

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