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Abstract.
α-oxothiophthalimides 2 can be oxidised the corresponding sulfinimides 3 with m-chloroperoxybenzoic acid. Derivatives 3 in the presence of catalytic amount of pyridine generate the α-oxosulfines 4 which can be trapped by diene 5 to give dihydrothiopyranes 6 as mixture of diastereoisomers. The method appears simple and general since alkyl, aryl and hetroaryl substituted thiopthtalimides can be fruitfully used.