68556-47-8Relevant articles and documents
Mild synthesis of N -acylsulfenamides from arylamides and disulfides
Zhang, Xing-Song,Zhang, Xiao-Hong
, p. 89 - 94 (2016/01/25)
An efficient and new method was developed to synthesize N-acylsulfenamides via NaH-promoted sulfenylation of benzamides with readily available disulfides under mild conditions. A series of N-acylsulfenamides were easily obtained in moderate to high yields. Moreover, the obtained N-acylsulfenamides were used as thiolating reagents in the synthesis of sulfenylpyrroles and 3-sulfenylbenzofurans.
Pd(II)-catalyzed selective sulfenylation of arene C-H bonds using N-arylthiobenzamides as thiolation reagent and oxidant
Zhang, Xing-Song,Li, Guoxing,Zhang, Xing-Guo,Zhang, Xiao-Hong
, p. 5458 - 5464 (2015/08/03)
The palladium-catalyzed direct sulfenylation of arenes with N-arylthiobenzamides was developed for the synthesis of aryl sulfides. Additional oxidant was not required for the catalytic cycle because N-arylthiobenzamide was used as both thiolation reagent and oxidant. The selective mono- or di-sulfenylation could be controlled by addition of the amount of N-arylthiobenzamide. Excellent functional group tolerance was observed and thioethers or dithioethers were obtained in good yields.
Efficient synthesis of N-acylarenesulfenamides by acylation of arenesulfenamides
Bao, Ming,Shimizu, Masao,Shimada, Shigeru,Tanaka, Masato
, p. 303 - 309 (2007/10/03)
Acylation of arenesulfenamides proceeds efficiently by using either perfluorocarboxylic anhydrides or acid chlorides in the presence of pyridine as a base at low temperatures to give N-acylarenesulfenamides. Some N-alkylcarbonyl derivatives exist with imidic acid tautomers in an aprotic solvent.
REACTION OF ARENESULFINIMIDIC ACID DERIVATIVES WITH THIOPHENOLS
Pel'kis, N. P.,Levchenko, E. S.
, p. 341 - 345 (2007/10/02)
The amides and esters of N-substituted arenesulfinimidic acids are reduced by the action of thiophenols primarily to N-substituted arenesulfenamides, while the thiophenols are oxidized to the corresponding derivatives of the arenesulfinic acids.
REACTION OF DIARYL DISULFIDES WITH N-CHLOROAMIDES OF CARBOXYLIC ACIDS
Levchenko, E. S.,Dubinina, T. N.,Budnik, L. V.
, p. 1875 - 1880 (2007/10/02)
In the reaction of diaryl disulfides with N-chlorocarboxamides arenesulfenyl chlorides and N-acylarenesulfenamides are formed initially.The subsequent reaction path is determined by the reaction of the latter with the N-chlorocarboxamides, and N-acylarenesulfinimidoyl chlorides, N,N'-diacylaryldiazasulfonium chlorides, or N,N'-diacylarenesulfinamidines are formed, depending on the ratio of the reagents and on the reaction conditions.
OXIDATION IMINATION OF SULFENYL CHLORIDES BY N-CHLOROCARBOXAMIDES. N-ACYLSULFINIMIDOYL CHLORIDES
Dubinina, T. N.,Levchenko, E. S.,Zabolotnaya, T. G.
, p. 143 - 148 (2007/10/02)
The reaction of arenesulfenyl chlorides ArSCl with N-chlorocarboxyamides in a ratio of 1:1 leads to the formation of N-acylsulfinimidoyl chlorides ArS(=NCOR)Cl.The reaction of arenesulfenyl chlorides and N-chlorobenzamide in ratio of 1:1 leads to aryldibenzamidosulfonium chlorides ArS(NHCOC6H5)2, which are hydrolyzed with the formation of N,N'-benzoylarenesulfinamidines ArS(=NCOC6H5)NHCOC6H5 and are cleaved into acid chlorides and benzamide when heated.
