Benzofuran

 ( Iarc Group 2b Carcinogens ) 

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

There are benzofuran based : ethofumesate and benfuresate. Several psychoactive drugs such as 5-MAPB and 6-APB are also derived from benzofuran.

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

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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 (cyclication) of the resulting ether and decarboxylation.

• Perkin rearrangement, where a coumarin is reacted with a hydroxide:

• Diels–Alder reaction of Nitroalkene furans with various :

• Isomerization of alkyne ortho-substituted phenols:

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Related compounds

• Substituted benzofurans
• Dibenzofuran, an analog with a second fused benzene ring.
• 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

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