A Germanium Catalyst Accelerates the Photoredox α-C(sp<sup>3</sup>)–H Alkylation of Primary Amines
K. Sakai, Kounosuke Oisaki, Motomu Kanai
Abstract
Site-selective C(sp3)–H functionalizations using photoredox catalysis (PC) and hydrogen atom transfer (HAT) catalysis have received increasing attention. Here, we report a Ph2GeCl2 cocatalyst that greatly improves the yield of α-C(sp3)–H alkylation of primary amines catalyzed by a PC-HAT hybrid system. The α-position of the amino group selectively reacted even when weaker C–H bonds existed in the substrates. This finding may help the design of a novel site-selective hybrid catalysis.
Topics & Concepts
ChemistryAlkylationPrimary (astronomy)GermaniumCatalysisGermanium compoundsMedicinal chemistryCombinatorial chemistryOrganic chemistryPhysicsSiliconAstronomyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsFluorine in Organic Chemistry