Electrochemical Selenylative Carbannulation of Biaryl Ynones to Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones
Chada Raji Reddy, Dattahari H. Kolgave
Abstract
Electrooxidative-induced synthesis of structurally diverse seleno-dibenzocyclohepten-5-ones and seleno-spiro[5.5]trienones by selenylative carbannulation of biaryl ynones with diaryl diselenide has been developed. The switchable reactivity, intramolecular ortho-annulation or dearomative ipso-annulation, is directed by the substituent present on the ortho-aryl group of aryl-ynone. The prominent features of this method include metal-free, external chemical oxidant-free conditions, and readily accessible substrates.
Topics & Concepts
ChemistryAnnulationIntramolecular forceDiselenideSubstituentArylElectrochemistryReactivity (psychology)Diphenyl diselenideCombinatorial chemistryChemical synthesisOrganic chemistryStereochemistryCatalysisSeleniumIn vitroMedicinePhysical chemistryAlternative medicineBiochemistryElectrodeAlkylPathologySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods