Enantioselective Synthesis of γ,γ-Diaryl Ketones Enabled by Pd-Catalyzed Multicomponent Reaction of N -Sulfonylhydrazones
Abstract
We report herein a general palladium-catalyzed enantioselective three-component reaction of N -sulfonylhydrazones, aryl halides, and cyclopropanols. This modular method enables the efficient one-pot synthesis of enantioenriched γ,γ-diarylcarbonyl scaffolds with high stereoselectivity. Key advantages include readily available substrates and broad functional group tolerance. Combined experimental and computational studies demonstrate oxidative addition of the aryl halide as the rate-determining step and carbenation as the enantio-determining step. It also revealed multiple stabilizing anagostic C–H···Pd interactions between the catalytic system and substrates, which is the key for achieving high stereoselectivity.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Cyclopropane Reaction Mechanisms
Catalytic Cross-Coupling Reactions
Publication details
- Journal / source
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Volume
- 16
- Issue
- 8
- Pages
- 7476–7485
- Publication date
- 30 March 2026
- Language
- EN