Girish Mahajan (Editor)

Benzofuran

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Formula
  
C8H6O

Benzofuran Benzofuran Wikipedia

Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. This colourless liquid is a component of coal tar. Benzofuran is the "parent" of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants.

Contents

Benzofuran Benzofuran Wikipedia

Production

Benzofuran is extracted from coal tar. It is also obtained by dehydrogenation of 2-ethylphenol.

Laboratory methods

Benzofurans can be prepared by various methods in the laboratory. Notable examples include:

  • O-alkylation of salicylaldehyde with chloroacetic acid followed by dehydration of the resulting ether.
  • Perkin rearrangement, where a coumarin is reacted with a hydroxide:
  • Diels–Alder reaction of nitro vinyl furans with various dienophiles:
  • Cycloisomerization of alkyne ortho-subtituted phenols:
    • Benzofuran FileBenzofuran structurepng Wikimedia Commons

  • Substituted benzofurans
  • Furan, an analog without the fused benzene ring.
  • Indole, an analog with a nitrogen instead of the oxygen atom.
  • Benzothiophene, an analog with a sulfur instead of the oxygen atom.
  • Isobenzofuran, the isomer with oxygen in the adjacent position.
  • Aurone
  • Thunberginol F

    • Benzofuran wwwsigmaaldrichcomcontentdamsigmaaldrichstr

    Benzofuran 2Benzofuran C8H6O ChemSpider

    Benzofuran 3E3Propylidene2benzofuran13Hone C11H10O2 ChemSpider

    References

    Benzofuran Wikipedia
    (Text) CC BY-SA