CC BY 4.0 · SynOpen 2023; 07(01): 8-16
DOI: 10.1055/s-0042-1751408
paper

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

Ryo Miyata
,
Takashi Shigeta
,
Shigenori Kumazawa
,

This research was supported by Japan Society for the Promotion of Science (JSPS) KAKENHI Grant JP20J23632.


Abstract

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.

Supporting Information



Publikationsverlauf

Eingereicht: 11. Dezember 2022

Angenommen: 13. Dezember 2022

Artikel online veröffentlicht:
26. Januar 2023

© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)

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