The Acid-catalyzed Reaction of the 2-Oxabicyclohept-3-en-5-one System: Isomerization from Homo-4-pyrones into 2-Furylacetone Derivatives

Article abstract of DOI:10.1246/bcsj.53.469

The monocyclopropanation of 4-pyrones with dimethyloxosulfonium methylide, using a dimethyl sulfoxidehexamethylphosphoric triamide medium in place of neat dimethyl sulfoxide, gave homo-4-pyrone derivatives, which were then rearranged into the 2-furylacetone derivatives, along with hydrated triketones or the dehydrated naphtho<2,1-b>furan derivative, by means of strong acid catalysis at room temperature.