Related Experiment Video
Updated: May 19, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Olefinic C-H bond addition to aryl aldehyde and its N-sulfonylimine via Rh catalysis
Yang Li1, Xi-Sha Zhang, Qi-Lei Zhu
1Beijing National Laboratory of Molecular Sciences (BNLMS), College of Chemistry, Peking University, Beijing 100871, China.
Abstract:
The first example of olefinic C-H addition to N-sulfonylaldimines and aryl aldehydes is reported. This strategy offered a concise and high atom-economic approach to vinyl amines and vinyl alcohols.
Related Concept Videos
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between the...
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Electrophilic Addition to Alkynes: Hydrohalogenation
Acid Halides to Esters: Alcoholysis
