Huang Pei-Qiang, Huang Ying-Hong, Xiao Kai-Jiong, Wang Yu, Xia Xiao-Er
Department of Chemistry and Fujian Provincial Key Laboratory of Chemical Biology, Collaborative Innovation Centre of Chemistry for Energy Materials, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen, Fujian 361005, P. R. China.
J Org Chem. 2015 Mar 6;80(5):2861-8. doi: 10.1021/jo502929x. Epub 2015 Feb 18.
A one-pot reaction for the transformation of common secondary amides into amines with C-C bond formation is described. This method consists of in situ amide activation with Tf2O-partial reduction-addition of C-nucleophiles. The method is general in scope, which allows employing both hard nucleophiles (RMgX, RLi) and soft nucleophiles, as well as enolates. With the use of soft nucleophiles, the reaction proceeded with high chemoselectivity at a secondary amide in the presence of ester, cyano, nitro, and tertiary amide groups.
本文描述了一种将普通仲酰胺转化为胺并形成碳-碳键的一锅法反应。该方法包括用三氟甲磺酸酐原位活化酰胺——部分还原——添加碳亲核试剂。该方法适用范围广泛，既允许使用硬亲核试剂（RMgX、RLi）和软亲核试剂，也允许使用烯醇盐。使用软亲核试剂时，在酯基、氰基、硝基和叔酰胺基存在的情况下，该反应在仲酰胺处具有高化学选择性。
Zotero 插件