Nickel‐Catalyzed α‐Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ‐Diarylcarbonyl and Aryltetralone Derivatives
Shekhar KC, Roshan K. Dhungana, Namrata Khanal, Ramesh Giri
Abstract
We report a Ni-catalyzed regioselective α-carbonylalkylarylation of vinylarenes with α-halocarbonyl compounds and arylzinc reagents. The reaction works with primary, secondary, and tertiary α-halocarbonyl molecules, and electronically varied arylzinc reagents. The reaction generates γ,γ-diarylcarbonyl derivatives with α-secondary, tertiary, and quaternary carbon centers. The products can be readily converted to aryltetralones, including a precursor to Zoloft, an antidepressant drug.
Topics & Concepts
ReagentNickelRegioselectivityCatalysisChemistryPrimary (astronomy)Combinatorial chemistryQuaternary carbonMoleculeOrganic chemistryPolymer chemistryEnantioselective synthesisAstronomyPhysicsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry