Facile synthesis of functional tricyclic fused furans by intramolecular wittig reactions

Yi Ling Tsai, Utpal Das, Siang En Syu, Chia Jui Lee, Wenwei Lin

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

A convenient protocol for the preparation of tricyclic fused furans in one step starting from acid chlorides and Michael acceptors is described. The reaction conditions are mild, operationally simple, and have a broad substrate scope. The reaction is believed to proceed by an intramolecular Wittig reaction with a phosphorus ylide as the key intermediate. Functionalized fused furan derivatives were prepared in an intramolecular Wittig reaction in one step starting from simple and readily available substrates. The reaction is belived to proceed via an ylide intermediate. Furthermore, the products could be easily transformed into synthetically useful naphthofurans.

Original languageEnglish
Pages (from-to)4634-4641
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number21
DOIs
Publication statusPublished - 2013 Jul 1

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Furans
furans
Substrates
synthesis
Phosphorus
Chlorides
Derivatives
Acids
phosphorus
chlorides
preparation
acids
products
furan

Keywords

  • Fused-ring systems
  • Michael addition
  • Oxygen heterocycles
  • Wittig reactions
  • Ylides

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Facile synthesis of functional tricyclic fused furans by intramolecular wittig reactions. / Tsai, Yi Ling; Das, Utpal; Syu, Siang En; Lee, Chia Jui; Lin, Wenwei.

In: European Journal of Organic Chemistry, No. 21, 01.07.2013, p. 4634-4641.

Research output: Contribution to journalArticle

Tsai, Yi Ling ; Das, Utpal ; Syu, Siang En ; Lee, Chia Jui ; Lin, Wenwei. / Facile synthesis of functional tricyclic fused furans by intramolecular wittig reactions. In: European Journal of Organic Chemistry. 2013 ; No. 21. pp. 4634-4641.
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