83086-06-0Relevant articles and documents
Acid/Base-Co-catalyzed Formal Baeyer-Villiger Oxidation Reaction of Ketones: Using Molecular Oxygen as the Oxidant
Liu, Chun-Hua,Wang, Zhuo,Xiao, Li-Yun,Mukadas,Zhu, Dong-Sheng,Zhao, Yu-Long
supporting information, p. 4862 - 4866 (2018/08/24)
A novel acid/base-co-catalyzed formal Baeyer-Villiger oxidation of various ketones using O2 as the sole oxidant under metal-free conditions has been developed for the first time. The reaction tolerates a wide range of ketones and anilines and provides a simple and efficient method for the construction of various amides and isoquinolin-1-ones from the reactions of ketones with anilines in a single step.
Conjugates of Catecholamines. 1. N-Alkyl-Functionalized Carboxylic Acid Congeners and Amides Related to Isoproterenol
Jacobson, Kenneth A.,Marr-Leisy, Debra,Rosenkranz, Roberto P.,Verlander, Michael S.,Melmon, Kenneth L.,Goodman, Murray
, p. 492 - 499 (2007/10/02)
A series of functionalized catecholamines (congeners) has been synthesized in which, formalistically, N-isopropyl group of isoproterenol has been extended by a linear alkyl chain of varying length, terminated by a carboxy group or a substituted amide.The compounds were prepared generally via the reductive amination of norepinephrine with a keto acid or a preformed keto amide.An alternate synthesis of the model amide derivatives, involving activation of the carboxylic acid congeners and coupling with amines, was complicated in the case of short-chain derivatives by facile cyclization to lactams.In vitro evaluation of these compounds as potential β-adrenergic agonists has shown that, while the carboxylic acid congeners have relatively low potencies, the model amide derivatives have potencies that are highly dependent on both the length of the alkyl chain and also the nature of the substituent on the amide.In general, aromatic amides are the most potent, although the nature and position of substituents on the aromatic group dramatically influences their potency.The implications of these studies, in terms of general β-adrenergic drug design and also the attachment of the carboxylic acid congeners to carries, are discussed