Nickel-Catalyzed Regioselective Hydrothiolation of Allenes Enabled by Visible-Light Photoredox Catalysis
Hui Xie, Bernhard Breit
Abstract
Hydrothiolation presents an attractive way to transform allenes into allylic thioethers. Herein, we described an efficient visible-light photoredox-promoted nickel-catalyzed hydrothiolation of allenes with functionalized aromatic and aliphatic thiols. This synergistic catalytic system exhibits unprecedentedly high reactivities and regiocontrol for the construction of allylic thioethers, representing the unique synthetic utility of the earth-abundant Ni-catalyzed method compared with the related noble-metal-catalyzed allylation reactions.
Topics & Concepts
ChemistryCatalysisRegioselectivityNickelAllylic rearrangementPhotoredox catalysisCombinatorial chemistryVisible spectrumOrganic chemistryPhotocatalysisOptoelectronicsPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsAdvanced Photocatalysis Techniques