Cyanation of glycine derivatives
Jia Liang, Ying Fu, Xiazhen Bao, Lanlan Ou, Tongzhi Sang, Yong Yuan, Congde Huo
Abstract
We report a catalytic oxidative C-H cyanation of glycine derivatives using a simple copper(i) catalyst with NFSI as an oxidant via a radical process to furnish α-cyano glycine derivatives, which are useful intermediates for organic synthesis. CuCl acted as both a one-electron reductant and a transition-metal catalyst in this transformation. NFSI served as a one-electron oxidant and generated a N-centered radical as a H-abstractor. The reaction displayed broad substrate scope and mild reaction conditions.
Topics & Concepts
CyanationGlycineChemistryCatalysisCombinatorial chemistryMedicinal chemistryOrganic chemistryBiochemistryAmino acidCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsFluorine in Organic Chemistry