496052-50-7Relevant articles and documents
CuI-Catalyzed Fluorodesulfurization for the Synthesis of Monofluoromethyl Aryl Ethers
Geng, Yang,Liang, Apeng,Gao, Xianying,Niu, Chengshan,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie
, p. 8604 - 8610 (2017/08/23)
An efficient CuI-catalyzed fluorodesulfurization for the synthesis of monofluoromethyl aryl ethers using DAST at room temperature has been developed. This approach exhibits a good functional group tolerance, a broad substrate scope, and a high synthesis efficiency.
Radical decarboxylative fluorination of aryloxyacetic acids using N-fluorobenzenesulfonimide and a photosensitizer
Leung, Joe C. T.,Sammis, Glenn M.
, p. 2197 - 2204 (2015/04/14)
Fluorinated methoxy arenes are emerging as important motifs in both agrochemicals and pharmaceuticals. A novel technique for the synthesis of monofluoromethoxy arenes through the direct fluorodecarboxylation of carboxylic acids was developed that uses photosensitizers and N-fluorobenzenesulfonimide (NFSI). Utilization of the oxidatively mild fluorine transfer agent NFSI enabled the synthesis of fluoromethyl ethers that were previously inaccessible with decarboxylative fluorinations performed with Selectfluor. Mechanistic studies are consistent with the photosensitizer effecting oxidation of the aryloxyacetic acid.
Photo-fluorodecarboxylation of 2-aryloxy and 2-aryl carboxylic acids
Leung, Joe C. T.,Chatalova-Sazepin, Claire,West, Julian G.,Rueda-Becerril, Montserrat,Paquin, Jean-Fran?ois,Sammis, Glenn M.
, p. 10804 - 10807 (2013/01/15)
Coming to light: The title reaction simply requires an aqueous alkaline solution of Selectfluor and light. The method is inexpensive and effective for a wide range of neutral and electron-poor 2-aryloxy and 2-aryl acetic acids to provide fluoromethyl ethers (see scheme) and benzyl fluorides, respectively. The mechanism most likely proceeds through an initial aryl excitation with a subsequent single-electron transfer. Copyright
