Abstract

An efficient, simple synthesis of 2,3,4,9-tetrahydro-1H-xanthene-1-ones and 8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-ones is reported by one-pot condensation of 3-dimethylamino-2-cyclohexen-1-ones with hydroxybenzyl alcohols, phenol, and 2-naphthol Mannich bases or their quaternized derivatives. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate.

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