Electrochemical decarboxylative C3 alkylation of quinoxalin-2(1<i>H</i>)-ones with <i>N</i>-hydroxyphthalimide esters
Kaikai Niu, Lingyun Song, Yanke Hao, Yuxiu Liu, Qingmin Wang
Abstract
We have developed a protocol for electrochemical decarboxylative C3 alkylation of a wide range of quinoxalin-2(1H)-ones under metal- and additive-free conditions. N-Hydroxyphthalimide esters derived from chain, cyclic, primary, secondary, and tertiary carboxylic acids with a broad scope proved to be suitable substrates. This operationally simple protocol performed in an undivided cell under constant-current conditions is suitable for late-stage functionalization of quinoxalin-2(1H)-ones. The reactions can even be carried out with a 3 V battery as a power source, which demonstrates that organic electrosynthesis can be accomplished without the need for specialized equipment.
Topics & Concepts
ElectrochemistryAlkylationChemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryElectrodeCatalysisPhysical chemistryRadical Photochemical ReactionsCO2 Reduction Techniques and CatalystsOxidative Organic Chemistry Reactions