Photoexcited Copper-Catalyzed Difunctionalization of Alkenes for the Synthesis of 2,5-Diamino Acid Derivatives via Uncommon 1,2-Hydrogen Atom Transfer of Amidyl Radicals
Xue Zhang, Liulin Jiao, Ting Yuan, Jian Chen, Hongying Fan, Jinyu Hou, Guanghui Lv, Zhongzhen Yang, Yong Wu
Abstract
Compared with 1,5-hydrogen atom transfer (1,5-HAT) processes, 1,2-HAT processes have been reported less frequently. And, the synthesis of 2,5-diamino acid derivatives via a mild photocatalytic approach has not been reported yet. Herein, we report a photoexcited copper-catalyzed difunctionalization of alkenes for the synthesis of 2,5-diamino acid derivatives via uncommon 1,2-HAT. The potential synthetic merit of this reaction is proven through a scale-up reaction. Notably, this new protocol is successfully applied to obtain a series of 2,5-diamino acid derivatives.
Topics & Concepts
ChemistryCatalysisRadicalCopperHydrogen atomCombinatorial chemistryHydrogenAtom (system on chip)PhotochemistryOrganic chemistryAlkylEmbedded systemComputer scienceCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsFluorine in Organic Chemistry