Preparation of Polystyrene-supported N-phenyl-N-acyl Sulfonamide Resin and its Application in Solution-phase Synthesis of Amides |
| |
| Authors: | Shu-Feng Li Wen-Qiang Huang Xin-Lin Yang Jian-Zhong Ye |
| |
| Affiliation: | 1. Key Laboratory of Advanced Textile Composites, School of Textile , Tianjin Polytechnic University , Tianjin, China;2. State Key Laboratory of Functional Polymer Materials for Absorption and Separation, Institute of Polymer Chemistry , Nankai University , Tianjin, China;3. School of Material Science and Engineering , Tianjin Polytechnic University , Tianjin, China |
| |
| Abstract: | 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. |
| |
| Keywords: | Acylated sulfonamide resin N-phenyl sulfonamide resin N-phenyl-N-acyl sulfonamide resin acyl transfer amide |
|
|
