Site-Selective C–H Alkylation of Piperazine Substrates via Organic Photoredox Catalysis
Joshua B. McManus, Nicholas P. R. Onuska, Matthew S. Jeffreys, Nicole C. Goodwin, David A. Nicewicz
Abstract
Piperazine-containing compounds serve as one of the most important classes of compounds throughout all fields of chemistry. Alas, current synthetic methods have fallen short of providing a general method for the synthesis of highly decorated piperazine fragments. Herein, we present a site-selective approach to the C-H functionalization of existing piperazine compounds using photoredox catalysis. This manifold relies on the predictable differentiation of electronically distinct nitrogen centers within the piperazine framework, granting access to novel C-alkylated variants of the starting piperazines.
Topics & Concepts
PiperazineChemistryAlkylationPhotoredox catalysisCatalysisCombinatorial chemistrySurface modificationOrganic chemistryPhotocatalysisPhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions