92-71-7Relevant articles and documents
Thiocarbamate-directed Cp*Co(III)-Catalyzed Olefinic C?H Amidation: Facile Access to Enamines with High (Z)-Selectivity
Liang, Ya-Ru,Si, Xiao-Ju,Zhang, He,Yang, Dandan,Niu, Jun-Long,Song, Mao-Ping
, p. 694 - 700 (2021)
A thiocarbamate-directed Cp*Co(III)-catalyzed C?H oxidative amidation of olefins is achieved to synthesize a series of enamines. The key feature of this protocol is the use of earth-abundant cobalt as catalyst and thiocarbamate as directing group, which provides an efficient and simple manner to synthesize enamines in good yields with high (Z)-selectivity. This reaction proceeds smoothly under very mild conditions (rt and air), and a wide range of functionalized alkenes, as well as dioxazolones, were compatible with the standard reaction conditions.
Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling
Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal
supporting information, p. 10690 - 10699 (2021/04/09)
Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chemistry. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetallation of the copper–aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.
Synthesis of α-Amidoketones through the Cascade Reaction of Carboxylic Acids with Vinyl Azides under Catalyst-Free Conditions
Gao, Cai,Zhou, Qianting,Yang, Li,Zhang, Xinying,Fan, Xuesen
, p. 13710 - 13720 (2020/11/13)
An efficient synthesis of α-amidoketone derivatives through the cascade reactions of carboxylic acids with vinyl azides is presented. Compared with literature protocols, notable features of this new method include catalyst-free conditions, broad substrate scope, good tolerance of a wide range of functional groups, and high efficiency. In addition, the synthetic potential of this method as a tool for late-stage modification was convincingly manifested by its application in the structural elaborations of a number of carboxylic acid drug molecules.