Preparation of polystyrene-supported N-phenyl-N-acyl sulfonamide resin in solution-phase synthesis of amides
writer:Shu-feng Li, Wenqiang Huang, Xin-lin Yang, Jian-zhong Ye
keywords:Acylated sulfonamide resin, N-phenyl sulfonamide resin, N-phenyl-N-acyl sulfonamide resin, acyl transfer, amide
source:期刊
specific source:J. Macromol. Sci. Part A: Pure Appl. Chem., 48 (9), 701-706 (2011). DOI: 10.1080/10601325.2011/59604
Issue time:2011年
Polystyrene-supported N-phenyl-N-acyl sulfonamide resin was prepared by reacting polystyrene sulfonyl chloride resin with aniline and acylating in pyridine with either acid chlorides or anhydrides. Then, this resin was utilized as a new type of acyl transfer reagent
to synthesize the amide library. It was approved to be a more effective acyl transfer reagent with higher amide yields than the polystyrene-supported N-methyl-N-acyl sulfonamide resin and N-benzyl-N-acyl sulfonamide resin. When the phenyl group bonded to the N atom on N-phenyl-N-acyl sulfonamide resin was substituted by the electron withdrawing group or electron donating group, a decreasing amide yield was obtained. N-phenyl-N-acyl sulfonamide resin could be regenerated many times