83567-83-3Relevant academic research and scientific papers
NiH-Catalyzed Migratory Defluorinative Olefin Cross-Coupling: Trifluoromethyl-Substituted Alkenes as Acceptor Olefins to Form gem-Difluoroalkenes
Chen, Fenglin,He, Yuli,Huang, Genping,Xu, Xianfeng,Zhu, Shaolin
, p. 5398 - 5402 (2020/02/28)
We report a NiH-catalyzed migratory defluorinative coupling between two electronically differentiated olefins. A broad range of unactivated donor olefins can be joined directly to acceptor olefins containing an electron-deficient trifluoromethyl substituent in both intra- and intermolecular fashion to form gem-difluoroalkenes. This migratory coupling shows both site- and chemoselectivity under mild conditions, with the formation of a tertiary or quaternary carbon center.
Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes
Liu, Haidong,Ge, Liang,Wang, Ding-Xing,Chen, Nan,Feng, Chao
supporting information, p. 3918 - 3922 (2019/02/19)
A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.
Photocatalytic alkene reduction by a B12-TiO2 hybrid catalyst coupled with C-F bond cleavage for: Gem -difluoroolefin synthesis
Tian, Hui,Shimakoshi, Hisashi,Imamura, Kenji,Shiota, Yoshihito,Yoshizawa, Kazunari,Hisaeda, Yoshio
supporting information, p. 9478 - 9481 (2017/09/01)
Photocatalytic syntheses of gem-difluoroolefins were performed using the B12-TiO2 hybrid catalyst during the CC bond reduction of α-trifluoromethyl styrenes with C-F bond cleavage at room temperature under nitrogen. The gem-difluoroolefins were used as synthetic precursors for fluorinated cyclopropanes.
Synthesis of 1,1-difluoroalkenes via α,α-difluoro-β-lactones
Ocampo, Rogelio,Dolbier, William R.,Paredes, Rodrigo
, p. 41 - 50 (2007/10/03)
A new method for the general synthesis of 1,1-difluoroalkenes from ketones is presented.The procedure involves initial condensation of a ketone with the difluoro Reformatsky reagent, hydrolysis to form the α,α-difluoro-β-hydroxy acids, followed by cycliza
(DIETHYLPHOSPHINYL)DIFLUOROMETHYLLITHIUM. -PREPARATION AND SYNTHETIC APPLICATION-
Obayashi, Michio,Ito, Eiji,Matsui, Kiyohide,Kondo, Kiyosi
, p. 2323 - 2326 (2007/10/02)
The action of lithium diisopropylamide on diethyl difluoromethylphosphonate gives the title reagent which reacts with various electrophiles to introduce difluoromethylene or difluoromethyl unit.
