Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
Yan Zhang, Chanchan Ma, Julia Struwe, Jian Feng, Gangguo Zhu, Lutz Ackermann
Abstract
dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. We report the use of electrochemistry to perform an oxidative dearomatization of biaryls leading to tri- and difluoromethylated spiro[5.5]trienones in a user friendly undivided cell set-up and a constant current mode. The catalyst- and chemical oxidant-free dearomatization procedure features ample scope, and employs electricity as the green and sole oxidant.
Topics & Concepts
Scope (computer science)ChemistryCatalysisCombinatorial chemistryElectrochemistryOrganic chemistryMoleculeComputer scienceElectrodePhysical chemistryProgramming languageRadical Photochemical ReactionsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods