Chemical and Pharmaceutical Bulletin · 1990 · 12 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisBenzofuran ChemistryElectron-donating GroupsHeterocyclic ReactivityRegioselectivityRing-forming ReactionsWittig Reaction
The Wittig reaction of benzofuran-2, 3-diones (2), cyclic α-ketoesters, was examined. The reaction of 2 having an electron-donating substituent on the aromatic ring with a stable ylide afforded not 3-alkylidene-2(3H)-benzofuranones (4) but 2-alkylidene-3(2H)-benzofuranones (1) with high regioselectivity.