239136-81-3Relevant academic research and scientific papers
Synthesis of 2-Fluoro-1,4-benzoxazines and 2-Fluoro-1,4-benzoxazepin-5-ones by Exploring the Nucleophilic Vinylic Substitution (SNV) Reaction of gem-Difluoroenamides
Meiresonne, Tamara,Verniest, Guido,De Kimpe, Norbert,Mangelinckx, Sven
, p. 5111 - 5124 (2015)
N-Benzoyl β,β-difluoroenamides and N-benzoyl fluoroynamides are novel structural units which have been explored as precursors in heterocyclic synthesis. The presence of two fluorine atoms at the β-position of the enamide moiety endows unique electrophilic
Photocatalytic reductive radical-radical coupling of: N, N ′-cyclicazomethine imines with difluorobromo derivatives
Xia, Peng-Ju,Ye, Zhi-Peng,Song, Dan,Ren, Ji-Wei,Wu, Han-Wen,Xiao, Jun-An,Xiang, Hao-Yue,Chen, Xiao-Qing,Yang, Hua
supporting information, p. 2712 - 2715 (2019/03/05)
A visible-light-induced difluoroalkylation of N,N′-cyclicazomethine imine was successfully realized through a novel photoredox radical-radical cross-coupling reaction. This developed protocol exhibits high functional group tolerance and affords a variety
Copper-Catalyzed Fluoroolefination of Silyl Enol Ethers and Ketones toward the Synthesis of β-Fluoroenones
Li, Yanlin,Liu, Jing,Zhao, Shuang,Du, Xuzhao,Guo, Minjie,Zhao, Wentao,Tang, Xiangyang,Wang, Guangwei
supporting information, p. 917 - 920 (2018/02/22)
A general and facile synthetic method for β-fluoroenones from silyl enol ethers or ketones, with a copper-amine catalyst system, has been developed. The reaction proceeded by a tandem process of difluoroalkylation-hydrolysis-dehydrofluorination. This method is characterized by high yields, excellent Z/E ratios, a low-cost catalyst, and a broad substrate scope. The synthetic potential of β-fluoroenones has been demonstrated by the construction of various complicated organofluorine molecules.
Synthesis and reactivity of halogeno-difluoromethyl aromatics and heterocycles: Application to the synthesis of gem-difluorinated bioactive compounds
Burkholder, Conrad R.,Dolbier Jr., William R.,Médebielle, Maurice
, p. 39 - 48 (2007/10/03)
In an effort to prepare new fluorine-containing compounds which are active against HIV, and based on the electrochemical reduction of a series of bromodifluoromethyl compounds, the tetrakis(dimethylamino)ethylene (TDAE) was found to be an effective reduct
Syntheses of 2-(bromodifluoromethyl)benzoxazole and 5-(bromodifluoromethyl)-1,2,4-oxadiazoles
Dolbier Jr., William R.,Burkholder, Conrad R.,Medebielle, Maurice
, p. 127 - 130 (2007/10/03)
Facile syntheses of CF2Br-substituted heterocycles are reported. Preparation of 2-(bromodifluoromethyl)benzoxazole (2) was achieved in two steps by reaction of 2-aminophenol (3) with CF2BrCO2Et to give amide (4), followed by cyclization of 4 with PPA to give 2. The 5-(bromodifluoromethyl)-1,2,4-oxadiazoles (6a-c) were prepared by one step reaction of amidoximes (5a-c) with CF2BrCO2Et. These CF2Br-substituted heterocycles are intermediates in an ongoing investigation of the synthesis of inhibitors of HIV reverse transcriptase having a CF2 substitution.
