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Benzofurans. Ketene intermediates in the perkin reaction
Author(s) -
Brady William T.,
Gu YiQi
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250350
Subject(s) - ketene , chemistry , triethylamine , acetic anhydride , acetic acid , acetyl chloride , organic chemistry , intramolecular force , acyl chloride , chloride , catalysis
The intermediacy of ketenes in the intramolecular reaction of ketoacids with sodium acetate in acetic anhydride to form benzofurans is demonstrated. The Perkin reaction conditions are superior to the classical ketene generation method of triethylamine dehydrochlorination of the acid chloride.