A series of O-stilbenyl N,N-dimethylthiocarbamates has been prepared by the reaction of N,N-dimethylthiocarbamoyl chloride with stilbenols in the presence of DABCO and DMF. The thermal rearrangement of O-stilbenyl N,N-dimethylthiocarbamates into S-stilbenyl analogues has also been studied. The S-stilbenyl N,N-dimethylthiocarbamates obtained have been converted into the corresponding stilbenethiols. Electron ionization mass spectral fragmentation of these compounds has been studied. Fragmentation pathways have been proposed on the basis of the accurate mass and metastable transition measurements.
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