Synthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives <i>via</i> copper-catalyzed difluoroalkylation/dearomatization of <i>N</i>-benzylacrylamides
Chengwen Li, Yilin Zhao, Jiaxin Zhou, Xue Wang, Jingli Hou, Yuguang Song, Wenjuan Liu, Guifang Han
Abstract
An efficient method for the synthesis of difluoroalkylated 2-azaspiro[4.5]decanes via copper-catalyzed difluoroalkylation of N-benzylacrylamides with ethyl bromodifluoroacetate has been established. The reaction experienced a tandem radical addition and dearomatizing cyclization process. In addition, the resultant products can be smoothly converted into a difluoroalkylated quinolinone and saturated spirocyclohexanone scaffold.
Topics & Concepts
ChemistryDecaneTandemCopperCatalysisCombinatorial chemistryRadical cyclizationOrganic chemistryMedicinal chemistryComposite materialMaterials scienceFluorine in Organic ChemistryRadical Photochemical ReactionsOxidative Organic Chemistry Reactions