A novel chitosan-catalyzed transamidation of carboxamides with amines under solvent-free conditions is described. A series of amide derivatives as well as more challenging aryl and alkyl amines with long-chain alkyl substituents could be selectively converted into the corresponding transamidation products, which are frequently found in biologically active compounds and pharmaceuticals. Under similar reaction conditions benzo[d]heterocycles were also obtained via a one-pot synthesis through transamidation and subsequent dehydration. Recyclability of chitosan was demonstrated, with quantitative yields of products obtained without any loss of catalytic activity.
报道了一种新型
壳聚糖催化下无溶剂条件中的羧酰胺与胺的转酰胺化反应。一系列酰胺衍
生物以及更具挑战性的含长链烷基取代基的芳基和烷基胺,可以被选择性地转化为相应的转酰胺化产物,这些产物常见于具有
生物活性的化合物和药物中。在类似的反应条件下,通过转酰胺化和随后的脱
水反应,还可以通过一步合成法制备苯并[d]杂环类化合物。
壳聚糖的回收利用得到证实,在没有任何催化活性损失的情况下,产物的产率达到了定量
水平。