Synthesis of Furo[2,3-f]dibenzotropones via Intramolecular Wittig Reaction of Alkylidene Dibenzo-β-tropolones

Po Chung Chien, Yi Ru Chen, You Jie Chen, Ching Fen Chang, Gangababu Marri, Wenwei Lin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A strategy was developed for synthesizing furan-fused dibenzotropones via intramolecular Wittig reactions of alkylidene dibenzo-β-tropolones and acylating reactants in catalytic or stoichiometric conditions. With these protocols, a series of furo[2,3-f]dibenzotropones were obtained in 49–99% yields within 1–10 hours. Mechanistic studies of the base-free phenomena revealed that the organophosphane acts both as a mediator and a regenerable Brønsted base under heating.

Original languageEnglish
Pages (from-to)420-425
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume366
Issue number3
DOIs
Publication statusPublished - 2024 Feb 19

Keywords

  • Fused-ring systems
  • Organocatalysis
  • Oxygen heterocycles
  • Tropone
  • Wittig reactions

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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