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4-Nitrobenzylidenedimethylsulfurane, a semi-stabilized sulfonium ylide has been generated by the attack of methylsulfinyl carbanion in dimethyl sulfoxide and reacted with a series of substituted benzaldehydes, furfural and benzylideneacetophenone to afford trans-1,2-disubstituted epoxides in fair to good yields. The structural assignments of the products are based on IR and NMR spectral evidences.

Studies on Unstabilized π-Sulfuranes: Synthesis of trans-1,2-Disubstituted Epoxides