75915-29-6Relevant articles and documents
Conversion of esters to thioesters under mild conditions
Shi, Yijun,Liu, Xuejing,Cao, Han,Bie, Fusheng,Han, Ying,Yan, Peng,Szostak, Roman,Szostak, Michal,Liu, Chengwei
supporting information, p. 2991 - 2996 (2021/04/14)
We report conversion of esters to thioestersviaselective C-O bond cleavage/weak C-S bond formation under transition-metal-free conditions. The method is notable for a general and practical transition-metal-free system, broad substrate scope and excellent functional group tolerance. The strategy was successfully deployed in late-stage thioesterification, site-selective cross-coupling/thioesterification/decarbonylation and easy-to-handle gram scale thioesterification. Selectivity and computational studies were performed to gain insight into the formation of weak C-S bonds by C-O bond cleavage, which contrasts with the traditional trend of nucleophilic additions to carboxylic acid derivatives.
7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification
Bao, Ming,He, Min,Yang, Shilei,Yu, Xiaoqiang
supporting information, (2021/10/05)
Self-assembled aggregates of 7,10-dibromo-2,3-dicyanopyrazinophenanthrene which act as a new organophotocatalyst in combination with Ni catalyst for the C aryl-O acylcross-coupling reactions of carboxylic acids with aryl halides are described. This visible-light-induced C aryl-O acylbond-formation reaction proceeds smoothly to afford aryl esters with satisfactory to excellent yields.
Esterification of Carboxylic Acids with Aryl Halides via the Merger of Paired Electrolysis and Nickel Catalysis
Wei, Lei,Wang, Zhen-Hua,Jiao, Ke-Jin,Liu, Dong,Ma, Cong,Fang, Ping,Mei, Tian-Sheng
, p. 15906 - 15913 (2021/05/05)
Electrochemistry has been successfully applied in metal catalysis to avoid the usage of chemical redox agents. This strategy proved to be a powerful approach to construct carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds. However, most of the developed methods are based on either anodic oxidation or cathodic reduction, in which a sacrificial reaction occurs at the counter electrode. Paired electrolysis merging with metal catalysis is underdeveloped, wherein both anodic and cathodic processes are taking place simultaneously. Herein, we demonstrated that by using esterification of carboxylic acids with aryl halides via paired electrolysis using nickel as the catalyst the respective aryl esters were obtained in good to excellent yields at room temperature in an undivided electrochemical cell.