Related Experiment Video
Updated: Jun 17, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium-catalyzed alkoxylation of N-methoxybenzamides via direct sp2 C-H bond activation
1CAS Key Laboratory of Soft Matter Chemistry, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China. gwang@ustc.edu.cn
Abstract:
The palladium-catalyzed ortho-alkoxylation of N-methoxybenzamides has been demonstrated. With the CONHOMe group as a directing group, the aromatic C-H bond can be functionalized efficiently to generate ortho-alkoxylated derivatives in moderate to good yields.
More Related Videos
Related Concept Videos
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Nucleophilic Aromatic Substitution: Elimination–Addition
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
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.
Hydroboration-Oxidation of Alkenes

