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Communication | Regular issue | Vol 16, No. 5, 1981, pp.713-716
Published online, 1st January, 1970
DOI: 10.3987/R-1981-05-0713
Oxygen Heterocycles by Sulphur Ylide Annulation: Reaction of O-Hydroxybenzalketones with Dimethyloxosulphonium Methylide

Pierfrancesco Bravo* and Calimero Ticozzi

*Dipartmento di Chimica del Polotecnico, Centro Studio Sostanze Organiche Naturali, C.N.R., Piazza Leonardo da Vinci 32, 20133 Milano, Italy

Abstract

Beside the expected cyclopropanes IV and 2,3-dihydrobenzofurans V, 2-(o-hydroxyphenyl)-2,3-dihydro-6H-pyrans X and 3-substituted-2,3-dihydrobenzofurans XII arise by transfer of methylenes, through the quinone methide intermediates IX, from dimethyloxosulphonium methylide on o-hydroxybenzalketones I.