Correa Arkaitz, Tellitu Imanol, Domínguez Esther, Sanmartin Raul
Departamento de Química Organica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco, Euskal Herriko Unibertsitatea, P.O. Box 644, 48080 Bilbao, Spain.
J Org Chem. 2006 Apr 28;71(9):3501-5. doi: 10.1021/jo060070+.
The synthesis of a series of N,N'-disubstituted indazolone derivatives starting from methyl anthranilates is presented. This general approach features a novel and easy way for access to the target N-heterocycles by formation of a new N-N single bond. The key cyclization step embraces the formation of an N-acylnitrenium intermediate, mediated by the hypervalent iodine reagent PIFA, and its succeeding intramolecular trapping by the amine moiety under rather mild experimental conditions.
本文介绍了一系列从邻氨基苯甲酸甲酯出发合成N,N'-二取代吲唑酮衍生物的方法。这种通用方法的特点是通过形成新的N-N单键，以一种新颖且简便的方式获得目标N-杂环化合物。关键的环化步骤包括由高价碘试剂PIFA介导形成N-酰基氮鎓中间体，以及在相当温和的实验条件下，该中间体随后被胺部分进行分子内捕获。
