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Original Articles

The Conversion of Stilbenols to Stilbenethiols via N,N-Dimethylthiocarbamates

Pages 707-715 | Received 16 Mar 2005, Accepted 15 Apr 2005, Published online: 15 Aug 2006
 

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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