173067-03-3Relevant academic research and scientific papers
Decarboxylative aldol reaction of α,α-difluoro-β-ketocarboxylate salt: A facile method for generation of difluoroenolate
Tarui, Atsushi,Oduti, Mayuna,Shinya, Susumu,Sato, Kazuyuki,Omote, Masaaki
, p. 20568 - 20575 (2018/06/14)
We developed a decarboxylative aldol reaction using α,α-difluoro-β-ketocarboxylate salt, carbonyl compounds, and ZnCl2/N,N,N′,N′-tetramethylethylenediamine. The generation of difluoroenolate proceeded smoothly under mild heating to provide α,α-
Copper-catalysed difluoroalkylation of aromatic aldehydes via a decarboxylation/aldol reaction
Yuan, Jin-Wei,Liu, Shuai-Nan,Mai, Wen-Peng
, p. 7654 - 7659 (2017/09/27)
A copper-catalysed tandem decarboxylation/aldol reaction of simple aromatic aldehydes with 2,2-difluoro-3-oxo-3-arylpropanoic acid has been developed under mild conditions. This method provides a new route for the direct one-pot synthesis of difluorinated aldols in moderate to good yields from simple substrates.
An expedient synthesis of α,α-difluoro-β-hydroxy ketones via decarboxylative aldol reaction of α,α-difluoro-β-keto acids with aldehydes
Huang, Da-Kang,Lei, Zhong-Liang,Zhu, Yu-Jun,Liu, Zhen-Jiang,Hu, Xiao-Jun,Mao, Hai-Fang
supporting information, p. 3394 - 3397 (2017/08/02)
A novel decarboxylative aldol reaction of α,α-difluoro-β-keto acids with aldehydes in the absence of any base and metal catalysts has been developed. This reaction provides a highly convenient and efficient method for the synthesis of structurally diverse α,α-difluoro-β-hydroxy ketones in good to excellent yields.
Preparation method of alpha,alpha-difluoro-beta-hydroxyketone compound
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Paragraph 0051-0053, (2018/03/01)
The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of an alpha,alpha-difluoro-beta-hydroxyketone compound. An alpha,alpha-difluoro-beta-ketonic acid compound and an aldehyde compound R2CHO react for 10h to 16h in an organic solvent at the temperature of 90 DEG C to 120 DEG C for 10 to 16 hours to prepare the alpha,alpha-difluoro-beta-hydroxyketone compound. The preparation method provided by the invention has the advantages that raw materials are cheap and easy to obtain, and reaction conditions are moderate; a reaction can be carried out without the need of adding any inorganic alkali and a metal catalyst; the reaction is easy to operate, after-treatment is simple, the yield of a product is high, a few of side reactions occur and an applicable range is wide; the whole preparation method is green and environmentally friendly and has a very good application prospect.
Metal-mediated Reformatsky reaction of bromodifluoromethyl ketone and aldehyde using water as solvent
Yao, Hui,Cao, Chun-Ru,Jiang, Min,Liu, Jin-Tao
, p. 45 - 50 (2013/10/21)
Water is demonstrated as a suitable solvent for an efficient and environmentally friendly method for the synthesis of α,α- difluorinated β-hydroxy carbonyl compounds through the Reformatsky reaction of bromodifluoromethyl ketones with aldehydes in the pre
A new finding in selective Baeyer-Villiger oxidation of α-fluorinated ketones; a new and practical route for the synthesis of α-fluorinated esters
Kobayashi, Satoru,Tanaka, Hiroaki,Amii, Hideki,Uneyama, Kenji
, p. 1547 - 1552 (2007/10/03)
α-Fluorinated esters were effectively prepared by the Baeyer-Villiger oxidation of α-fluorinated ketones with m-chloroperbenzoic acid (m-CPBA) under mild conditions. The yield of the esters was influenced by the choice of solvent, base, and substituent on the aryl group of the ketones. 4-Methoxyphenyl substituted fluoroketones were oxidized almost quantitatively with m-CPBA within 10 min to 12 h at room temperature using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as a cosolvent with CH2Cl2 (1:1, v/v) and aqueous buffer (KH2PO4-NaOH, pH 7.6) as an additive base. The oxidation reaction rates of α-fluorinated ketones were higher than those of the corresponding non-fluorinated ketones. The fluorine atom at α-position of fluoromethyl aryl ketones enhanced the reactivity in the Baeyer-Villiger oxidation.
Lewis Acid Catalyzed Aldol-Type Reaction of 1,1-Difluorovinyl Methyl Ether Derivatives
Kodama, Yoshitoshi,Yamane, Hidefumi,Okumura, Masato,Shiro, Motoo,Taguchi, Takeo
, p. 12217 - 12228 (2007/10/02)
In the presence of Lewis acid, such as SbCl5, SbCl6*NAr3 or Cu(OTf)2, difluorovinyl methyl ether (1,1-difluoro-2-methoxy-1-alkene) 1 reacted with carbonyl compounds to give O-methylated aldol-type products 3 in good yields, while Lewis acid, such as TMSOT
