243845-56-9Relevant academic research and scientific papers
Photoredox-catalyzed redox-neutral difluoroalkylation to construct perfluoroketones with difluoroenoxysilanes
Lin, Wu-Jie,Liu, Xue-Yuan,Sun, Wen-Hui,Wang, Yu-Zhao,Zou, Jian-Yu
supporting information, p. 8696 - 8700 (2021/10/22)
A mild and facile approach to construct various perfluoroketonesviaphoto-catalyzed difluoroalkylation of difluoroenoxysilanes is developed. The reaction includes a strategy of combination of two fluorine-containing functional groups, which confers the reaction with characteristics like high efficiency, mild conditions, and broad scope. A variety of fluoroalkyl halides including perfluoroalkyl iodides, bromo difluoro esters and amides can be employed as radical precursors. Control experiments indicate that a single-electron transfer pathway may be involved in the reaction.
Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide
He, Fu-Sheng,Wu, Jie,Xie, Wenlin,Yao, Yanfang
supporting information, p. 9469 - 9472 (2020/09/07)
A photoredox-catalyzed three-component reaction of aryldiazonium tetrafluoroborates with sodium metabisulfite and 2,2-difluoro enol silyl ethers is described. By using sodium metabisulfite as the source of sulfur dioxide, this method provides an elegant a
Visible-light-initiated difluoromethylation of arene diazonium tetrafluoroborates
Wu, Ye-Bin,Lu, Guo-Ping,Zhou, Bao-Jing,Bu, Mei-Jie,Wan, Li,Cai, Chun
supporting information, p. 5965 - 5968 (2016/05/24)
A mild and efficient method for the radical addition of α-aryl-β,β-difluoroenol silyl with arene diazonium tetrafluoroborates at room temperature has been disclosed, which involves an innate radical long chain cycle, so only a small amount (0.05 mol%) of photocatalyst and a short light exposure time are required as radical initiators. A proposed mechanism for the transformation is also illustrated based on the results of control experiments and quantum calculations. A variety of α-aryl-α,α-difluoroketones were formed in moderate to high yields, and can be easily further transformed into various difluoromethylarenes under basic conditions.
Oxidative cross-coupling of ββ-difluoroenol silyl ethers with nucleophiles: A dipole-inversion method to difluoroketones
Uneyama, Kenji,Tanaka, Hiroaki,Kobayashi, Satoru,Shioyama, Manabu,Amii, Hideki
, p. 2733 - 2736 (2007/10/03)
Oxidative cross-coupling of α-aryl-β,β-difluoroenol silyl ethers with heteroaromatics in the presence of Cu(OTf)2 in wet acetonitrile proceeds smoothly, affording heteroaryldifluoromethyl aryl ketones in 61-88% yields. Alcohols also react as nu
A general method of halogenation for synthesis of α-halodifluoromethyl ketones and [18F]-labeled trifluoromethyl ketones
Prakash, G.K. Surya,Hu, Jinbo,Alauddin, Mian M.,Conti, Peter S.,Olah, George A.
, p. 239 - 243 (2007/10/03)
A convenient general method of halogenations suitable for synthesis of α-halodifluoromethyl ketones is reported. Reaction of 2,2-difluoro-1-aryl-1-trimethylsiloxyethenes (difluoro silyl enol ethers) (2a-e) with halogens at low temperature (-30 to -78 °C) produced a high yield of α-halodifluoromethyl ketones (1a-j). This one-step simple method can be highly useful for synthesis of [18F]-labeled α-trifluoromethyl ketones.
Facile preparation of di- and monofluoromethyl ketones from trifluoromethyl ketones via fluorinated enol silyl ethers
Surya Prakash,Hu,Olah
, p. 357 - 362 (2007/10/03)
Di- and monofluoromethyl ketones were prepared from the readily available trifluoromethyl ketones in high yields. Magnesium metal mediated reductive defluorination readily generates fluorinated enol silyl ethers, which upon fluoride or acid assisted hydrolysis give the respective ketones in good to excellent yields.
Electroreductive defluorination of trifluoromethyl ketones and trifluoroacetic acid derivatives
Uneyama, Kenji,Mizutani, Go,Maeda, Kazushige,Kato, Tsuyoshi
, p. 6717 - 6723 (2007/10/03)
Difluoroenol silyl ethers 5 and 6, difluoroketene silyl (O,O-, O,S-, and O,N-) acetals 9 and 21, and 2,2-difluoro-2-trimethylsilylacetates 10 were prepared by electroreductive defluorination of trifluoromethyl ketones and trifluoroacetic acid derivatives in an MeCN-TBAB-chlorotrialkylsilane system using a carbon rod as an anode and a lead plate as a cathode. TBAF- or KF- CuI-promoted α-alkylation of 10 with electrophiles such as aldehydes, ketones, imine, acylhalides, and alkylhalides provided α-alkylated-α,α- difluoroacetates in good to excellent yields.
Mg0-promoted selective C-F bond cleavage of trifluoromethyl ketones: A convenient method for the synthesis of 2,2-difluoro enol silanes
Amii, Hideki,Kobayashi, Takeshi,Hatamoto, Yasushi,Uneyama, Kenji
, p. 1323 - 1324 (2007/10/03)
2,2-difluoro enol silyl ethers were readily prepared by Mg0 promoted selective defluorination of trifluoromethyl ketones in the presence of TMSCI, which involves C-F bond cleavage.
