83567-84-4Relevant articles and documents
Chalcogenide-Catalyzed Intermolecular Electrophilic Thio- And Halofunctionalization of gem-Difluoroalkenes: Construction of Diverse Difluoroalkyl Sulfides and Halides
Jiang, Quanbin,Liang, Yaoyu,Zhang, Yuanyuan,Zhao, Xiaodan
, p. 7581 - 7587 (2020)
Thio- and halodifluoromethylated compounds are an important class of compounds in medicinal chemistry and organic synthesis. Herein, we report a facile method for the construction of these compounds via chalcogenide-catalyzed intermolecular electrophilic thio- and halofunctionalization of gem-difluoroalkenes. Simple treatment of gem-difluoroalkenes with electrophilic sulfur/halogen reagents and various O- or N-nucleophiles affords diverse multifunctionalized thio- and halodifluoromethylated compounds. This reaction features a relatively broad substrate scope, good functional group tolerance, and mild reaction conditions.
Stereoselective Synthesis of Z Fluoroalkenes through Copper-Catalyzed Hydrodefluorination of gem-Difluoroalkenes with Water
Hu, Jiefeng,Han, Xiaowei,Yuan, Yu,Shi, Zhuangzhi
supporting information, p. 13342 - 13346 (2017/10/17)
A copper catalytic system was established for the stereoselective hydrodefluorination of gem-difluoroalkenes through C?F activation to synthesize various Z fluoroalkenes. H2O is used as the hydrogen source for the fluorine acceptor moiety. This mild catalytic system shows good-functional group compatibility, accepting a range of carbonyls as precursors to the gem-difluoroalkenes, including aliphatic, aromatic, and α,β-unsaturated aldehydes and even ketones. It serves as a powerful synthetic method for the late-stage modification of complex compounds.
Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine
Zheng, Jian,Cai, Ji,Lin, Jin-Hong,Guo, Yong,Xiao, Ji-Chang
supporting information, p. 7513 - 7515 (2013/08/23)
A key intermediate, difluoromethylene phosphobetaine, in the Wittig reaction of ClCF2CO2Na-Ph3P with aldehydes was synthesized and characterized, which confirmed the reaction mechanism. The decarboxylation of this stable intermediate was a convenient approach for Wittig difluroolefination. Its reactivity could be adjusted by the modification of the substituent on the phosphorus.