65264-00-8Relevant articles and documents
Unsymmetrical disulfide and sulfenamide synthesis via reactions of thiosulfonates with thiols or amines
Taniguchi, Nobukazu
, p. 2030 - 2035 (2017/03/17)
The reactivity of thiosulfonates with nucleophilic reagents was investigated. When reactions of thiosulfonates with thiols were performed, unsymmetrical disulfides were obtained in excellent yields. This procedure could employ numerous aryl or alkyl thiols. On the other hand, reactions of thiosulfonates with amines proceeded in the presence of a copper catalyst. The procedure was performed efficiently in air, and afforded the corresponding sulfenamides.
N-trifluoroacetyl arenesulfenamides, effective precursors for synthesis of unsymmetrical disulfides and sulfenamides
Bao, Ming,Shimizu, Masao
, p. 9655 - 9659 (2007/10/03)
N-Trifluoroacetyl arenesulfenamides (3) were effective precursors for the synthesis of unsymmetrical disulfides (4) and sulfenamides (5). Reactions of 3 with a variety of aromatic thiols at room temperature were generally complete within 5 min and gave unsymmetrical diaryl disulfides in high yields. Aralkyl disulfides were isolated in high yields from the reaction of 3 with aliphatic thiols. The nucleophilic substitution reactions of 3 with amines proceeded smoothly and provided N-substituted sulfenamides in good to excellent yields.
ANODIC OXIDATION OF DIALKYL AND DIARYL DITHIOACETALS
Gourcy, Jean,Martigny, Patrick,Simonet, Jacques,Jeminet, Georges
, p. 1495 - 1502 (2007/10/02)
The mechanism of the anodic oxidation of dithioacetals is discussed, taking into account new results concerning both mixed electrolyses and oxidations in super-dried solvents.In the case of the oxidation of aryldithioacetals, the formation of the -S-S- linkage is involved with a bond cleavage followed by a dimerisation.On the other hand, in the case of aliphatic starting materials the mechanism looks more consistent with the existence of a dicationic intermediate which is scavenged by nucleophiles.