Copper-catalysed Csp<sup>3</sup>–Csp cross-couplings between cyclobutanone oxime esters and terminal alkynes induced by visible light
Binlin Zhao, Yixiao Wu, Yu Yuan, Zhuangzhi Shi
Abstract
-Csp bonds was achieved via a photo-induced copper-catalysed C-C bond cleavage. This approach was applied to prepare a series of highly functionalized alkynyl nitriles using readily available cyclobutanones and terminal alkynes. Mechanistic exploration showed that the in situ generated copper acetylide complex is an effective photosensitive catalyst to promote the C-C bond cleavage of cycloketoxime esters through a radical process.
Topics & Concepts
CyclobutanoneChemistryCopperAcetylideBond cleavageOximeCleavage (geology)CatalysisCombinatorial chemistryTerminal (telecommunication)Polymer chemistryPhotochemistryOrganic chemistryComputer scienceFracture (geology)Geotechnical engineeringEngineeringTelecommunicationsRing (chemistry)Radical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques