Complementary Oxidative Generation of Iminyl Radicals from α-Imino-oxy Acids: Silver-Catalyzed C–H Cyanoalkylation of Heterocycles and Quinones
Xiaoqing Li, Xiaoyu Yan, Zhi Wang, Xiaoxue He, Yuyu Dai, Xinhuan Yan, Deming Zhao, Xiangsheng Xu
Abstract
A complementary and general strategy for the oxidative generation of iminyl radicals from the readily available α-imino-oxy acids has been established through silver-catalyzed decarboxylation. To demonstrate its synthesis utility, the direct C-H cyanoalkylation of heterocycles and quinones with cyclic α-imino-oxy acids via the iminyl radical-mediated C-C bond cleavage is developed. This cost-effective method takes place under mild reaction conditions and exhibits a broad substrate scope.
Topics & Concepts
RadicalOxidative decarboxylationDecarboxylationChemistryOxidative phosphorylationCatalysisSubstrate (aquarium)Bond cleavageCombinatorial chemistryMedicinal chemistryOrganic chemistryBiochemistryGeologyOceanographyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions