聚苯乙烯基N,O二酰基磺酰羟胺树脂一种双酰基转移试剂在合成酰胺库中的应用.pdfVIP

2∞5 年第 251量 有机化学 Vo1. 25, 2005 第 1 期 .59-64 Chinese Jom咀础。f 臼草anicωemistty NO.l, 59-64 ·研究论文· 聚苯乙烯基 N，O- 工酷基横脱经服树脂:一种双眼基转移试剂在 合成毗服库中的应用 李树锋 杨新林 黄文强* (南开大学吸附分离功能高分子材料回家麓点实验草草高分子化学研究所 天津 3以用7 1) 摘摆 用聚苯乙烯黎躏盹控股树脂 1 与慨氯 2 反应合成了聚苯乙烯基 N， O- 二二眠基躏酌担服树脂 3. 树脂 3 作为…种新 的双雕基转移试剂可与牍 4 发生院基转移脱脱，合成了含有 24 个结构类似的酷脑化合物库.改变航氯的种类，结果发 现双对硝基苯甲瞰树脂 30 的活性较高.双慨藩树脂 3 肢解结果表明，由脂肪族脏得到的航脑收率较芳香族版商.~解 脱试剂同时含有报基和氨基时，双欧基树脂 3 能选择性地在氨基端发生院攥转移，而姬基端不受影响. 关键词 聚苯乙烯基磺酸控股;聚苯乙烯基 N， O幡工酸基磺酸费服;酷基转移荆;酷脏库 Polystyrene N，O- Diacyl 唰 N-sulfonyl Hydroxyamine. A New Double? Acyl 丁ransfer Reagent for Synthesis of the Amide Library LI, Shu-Feng YANG, Xin也in HUANG, Wen-Qiang* (State Key Laboratoη of Functìonal Polymer Materials for Adsorption and Separation, Institute of PO钞merChemistη ， Nankai University ， ηanjin 3侃)()71) Abstract A new double幽 acyl transfer reagent, polystyrene N， O-diacyl唰N-sulfonyl hydroxyla.mine resin 3, was prepared and used in solution-phase synthesis of an amide libr缸y. Polystyrene N-hydroxyl sulfonyl am? ide resin 1 reacted with acid chloride 2 to form polystyrene N,O-diacyl sulfonyl hydroxamate 3, which was cleaved by 创nine 4 to form amide 5. 币le results showed 也at the double p…nitrobenzoyl resin 3a possessed the highest activity. Cleavage of double-acylated resin 3 by aliphatic amines 伊ve the higher amide yields than by aromatic amines. In也is way, a libr缸Y with 24 amides was synthesized. When double-acylated resin 3 was cleaved by the reagent containing both amino and hydroxyl groups, only 创咀no group was