Ti(O <i>i</i> Pr) <sub>4</sub> -Enabled Dual Photoredox and Nickel-Catalyzed Arylation and Alkenylation of Cyclopropanols
Nastassia A. Varabyeva, Maryia V. Barysevich, Yauhen Aniskevich, Alaksiej L. Hurski
Abstract
Readily available from esters or ketones, cyclopropanols are inclined to undergo diverse ring-opening transformations. Their one-electron oxidation is a conventional way to β-carbonyl radicals. However, despite this fact, their application as a coupling partner in dual photoredox and nickel-catalyzed reactions with organic halides remains underdeveloped. Here, we report that the Ti(OiPr)4 additive enables this elusive cross-coupling with aryl and alkenyl bromides leading to β-substituted ketones.
Topics & Concepts
ChemistryCatalysisHalideNickelArylRadicalCoupling (piping)PhotochemistryDual roleMedicinal chemistryCombinatorial chemistryOrganic chemistryAlkylEngineeringMechanical engineeringRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques