65523-65-1Relevant articles and documents
Anion receptors containing - NH binding sites: Hydrogen-bond formation or neat proton transfer?
Amendola, Valeria,Boiocchi, Massimo,Fabbrizzi, Luigi,Palchetti, Arianna
, p. 120 - 127 (2005)
When the amide-containing receptor 1+ is in a solution of dimethyl sulfoxide (DMSO) in the presence of basic anions (CH3COO, F, H2PO4), it undergoes deprotonation of the -NH fragment to give the corresponding zw
Iron-catalyzed N -arylsulfonamide formation through directly using nitroarenes as nitrogen sources
Zhang, Weixi,Xie, Junyao,Rao, Bin,Luo, Meiming
, p. 3504 - 3511 (2015/04/14)
One-step, catalytic synthesis of N-arylsulfonamides via the construction of N-S bonds from the direct coupling of sodium arylsulfinates with nitroarenes was realized in the presence of FeCl2 and NaHSO3 under mild conditions. In this process, stable and readily available nitroarenes were used as nitrogen sources, and NaHSO3 acted as a reductant to provide N-arylsulfonamides in good to excellent yields. A broad range of functional groups were very well-tolerated in this reaction system. In addition, mechanistic studies indicated that the N-S bond might be generated through direct coupling of nitroarene with sodium arylsulfinate prior to the reduction of nitroarenes by NaHSO3. Accordingly, a reaction mechanism involving N-aryl-N-arenesulfonylhydroxylamine as an intermediate was proposed.
Copper-catalyzed N-arylation of sulfonamides with boronic acids in water under ligand-free and aerobic conditions
Nasrollahzadeh, Mahmoud,Ehsani, Ali,Maham, Mehdi
, p. 505 - 508 (2014/03/21)
An efficient and novel method for the copper-catalyzed arylation of sulfonamides in water under ligand-free conditions is reported. The significant advantages of this methodology are high yields, simple workup procedure, and elimination of toxic materials