Two series of sulfenamides bearing 2-benzothiazolyl and thiocarbamoyl moieties were synthesized smoothly by electrolytic cross-coupling of either 2-mercaptobenzothiazole (3), bis(2-benzothiazolyl) disulfide (4) or bis(dialkylthiocarbamoyl) disulfides (5) with various amines in N,N-dimethylformamide. Electrolysis was carried out under constant voltages of 2-3 V (0.95-1.20 V vs. SCE) in an undivided cell, fitted with two platinum and/or two stainless steel Sus 27 electrodes. Direct electrosynthesis of thiocarbamoylsulfenamides (2) from dialkylamines and carbon disulfide was also accomplished in 81-96% yields.
|Number of pages||5|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 1978|
ASJC Scopus subject areas
- Organic Chemistry