Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 3223-3227 |
| Number of pages | 5 |
| Journal | Journal of Organic Chemistry |
| Volume | 43 |
| Issue number | 16 |
| Publication status | Published - 1978 |
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ASJC Scopus subject areas
- Organic Chemistry
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Electrosynthesis of hetero-hetero atom bonds. 2. An efficient preparation of (2-benzothiazolyl)- and thiocarbamoylsulfenamides by electrolytic cross-coupling reaction of 2-mercaptobenzothiazole, bis(2-benzothiazolyl) disulfide, and/or bis(dialkylthiocarbamoyl) disulfides with various amines. / Torii, Sigeru; Tanaka, Hideo; Ukida, Masasi.
In: Journal of Organic Chemistry, Vol. 43, No. 16, 1978, p. 3223-3227.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Electrosynthesis of hetero-hetero atom bonds. 2. An efficient preparation of (2-benzothiazolyl)- and thiocarbamoylsulfenamides by electrolytic cross-coupling reaction of 2-mercaptobenzothiazole, bis(2-benzothiazolyl) disulfide, and/or bis(dialkylthiocarbamoyl) disulfides with various amines
AU - Torii, Sigeru
AU - Tanaka, Hideo
AU - Ukida, Masasi
PY - 1978
Y1 - 1978
N2 - 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.
AB - 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.
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M3 - Article
AN - SCOPUS:4544245655
VL - 43
SP - 3223
EP - 3227
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 16
ER -