Litcius/Paper detail

Nickel‐Catalyzed α‐Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ‐Diarylcarbonyl and Aryltetralone Derivatives

Shekhar KC, Roshan K. Dhungana, Namrata Khanal, Ramesh Giri

2020Angewandte Chemie International Edition68 citationsDOIOpen Access PDF

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