Related Experiment Video
Updated: Jun 15, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Silver-Catalyzed Carbamoylation and Carbonylative Cyclization of Alkenes with Oxamic Acids
Ru-Han A1,2, Zhi-Peng Bao1,2, Yong-Wang Huo1,2
1Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023, Dalian, Liaoning, China.
Abstract:
Transition metal-catalyzed carbonylation functionalization reaction of alkenes is an attractive research area in modern organic chemistry. However, there have been very few reports on silver-catalyzed reactions in carbonylation reactions. Herein we developed a silver-catalyzed carbamoylation and carbonylative cyclization of alkenes with oxamic acids to obtain 2-acetylamino-1-tetralone derivatives. Various desired cyclized products were formed in moderate to good yields through radical intermediates.
Related Concept Videos
Oxidations of Aldehydes and Ketones to Carboxylic Acids
Aldehydes readily undergo oxidation in strong oxidizing agents such as potassium permanganate and chromic acid. The oxidation can also be carried out using mild oxidizing agents such as silver oxide. In fact, aldehydes can be easily oxidized...
Oxidative Cleavage of Alkenes: Ozonolysis
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Alkynes to Carboxylic Acids: Oxidative Cleavage
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

