Synthesis of α-Aminoacetals via Decarboxylative Coupling of Imine and 2,2,-Diethoxyacetic Acid
Seoksun Kim, Beomsoon Park, Geun Seok Lee, Soon Hyeok Hong
Abstract
Atom-economical C-C coupling between imines and a C1 source could provide α-aminoaldehyde derivatives. Nevertheless, such a coupling has rarely been achieved owing to the lack of appropriate nucleophilic C1 sources. In this study, photocatalytic synthesis of α-aminoacetals was achieved via decarboxylative coupling of imine and 2,2-diethoxyacetic acid using a nonstoichiometric amount of a radical initiator. Various functional groups were compatible, providing efficient one-step access to diversely functionalized α-aminoacetals, which provides a promising platform for further research.
Topics & Concepts
ImineCoupling (piping)NucleophileCombinatorial chemistryChemistryAtom economyNucleophilic additionDecarboxylationCatalysisOrganic chemistryMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques