32779-33-2Relevant academic research and scientific papers
Synthesis of aliphatic α-ketoamides from α-substituted methyl ketones: Via a Cu-catalyzed aerobic oxidative amidation
Cha, Hyojin,Chai, Jin Young,Chi, Dae Yoon,Kim, Hyeong Baik
, p. 4320 - 4326 (2021)
α-Ketoamides are an important key functional group and have been used as versatile and valuable intermediates and synthons in a variety of functional group transformations. Synthetic methods for making aryl α-ketoamides as drug candidates have been greatly improved through metal-catalyzed aerobic oxidative amidations. However, the preparation of alkyl α-ketoamides through metal-catalyzed aerobic oxidative amidations has not been reported because generating α-ketoamides from aliphatic ketones with two α-carbons theoretically provides two distinct α-ketoamides. Our strategy is to activate the α-carbon by introducing an N-substituent at one of the two α-positions. The key to this strategy is how heterocyclic compounds such as triazoles and imidazoles affect the selectivity of the synthesis of the alkyl α-ketoamides. From this basic concept, and by optimizing the reaction and elucidating the mechanism of the synthesis of aryl α-ketoamides via a copper-catalyzed aerobic oxidative amidation, we prepared fourteen aliphatic α-ketoamides in high yields (48-84%). This journal is
Selective palladium-catalyzed aminocarbonylation of olefins with aromatic amines and nitroarenes
Fang, Xianjie,Jackstell, Ralf,Beller, Matthias
supporting information, p. 14089 - 14093 (2014/01/06)
Various olefins can be smoothly transformed in the presence of a Pd-based catalyst system and (hetero)aromatic amines or nitroarenes to synthetically interesting amides in good yields and often with high regioselectivity (see scheme). Combining this atom-efficient procedure with established functionalizations of the resulting products allows the efficient preparation of quinolines. Copyright
