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Preparation of dihydrothiopyran 3 ones by aldol condensation of diketo sulfides and acid catalyzed rearrangement of ketol intermediates leading to thiolan 3 one derivatives


, : Preparation of dihydrothiopyran 3 ones by aldol condensation of diketo sulfides and acid catalyzed rearrangement of ketol intermediates leading to thiolan 3 one derivatives. Heterocycles (Tokyo) 26(7): 1785-1788

Acid-catalyzed intramolecular aldol condensation of diketo sulfides generally affords 2,6-dihydrothiopyran-3-ones and/or their 2,4-dihydro isomers in good yields. The ketol intermediates, in a few cases, undergo sulfur-participated rearrangement to give thiolan-3-one derivatives in addition to dihyrothiopyranones.

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