1535-65-5Relevant articles and documents
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Hine,J.,Porter,J.J.
, p. 6178 - 6181 (1960)
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Regio- and chemoselectivity in S- and O- difluoromethylation reactions using diethyl (bromodifluoromethyl)phosphonate
Amir, Dafna,Binyamin, Iris,Drug, Eyal,Fridkin, Gil,Gershonov, Eytan,Marciano, Daniele,Redy-Keisar, Orit,Yehezkel, Lea,Zafrani, Yossi
, (2021/09/08)
The effective difluoromethylations of various S- and O- based- nucleophiles, presenting a wide range of pKa values, using diethyl(bromodifluoromethyl) phosphonate (1) under basic conditions is described. These reactions, which rely on the quantitative generation of difluorocarbene formed through the hydrolysis of 1, were found to be effective only once the starting materials had pKa values of less than ca. 11. Importantly, in cases in which the substrates held two or three nucleophilic centers this feature was successfully implemented to achieve a high chemo- or regioselective difluoromethylation of the center exhibiting the lowest pKa value and the highest polarizability.
Preparation method of difluoromethyl sulfone compound
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Paragraph 0088-0113; 0119-0121, (2021/03/31)
The invention discloses a preparation method of a difluoromethyl sulfone compound. The invention provides a preparation method of a difluoromethyl sulfone compound, which comprises the following step:in a solvent, in the presence of alkali and a phase transfer catalyst, carrying out difluoromethylation reaction shown in the specification on sulfinic acid and/or salt thereof and CHClF2 to obtain the difluoromethyl sulfone compound. The solvent is a mixed solvent of water and an organic solvent; The sulfinic acid and/or salt thereof comprises positive ions and negative ions, and the negative ions contain structural fragments shown as a formula I; and the difluoromethyl sulfone compound contains a structural fragment as shown in a formula II which is described in the specification. The preparation method provided by the invention has the advantages of accessible raw materials, wide substrate range, mild reaction conditions and simple operation, can implement separation without column chromatography, and is suitable for industrial production. The difluoromethyl sulfone compound can be obtained at a high yield.
Nucleophilic (Phenylsulfonyl/arylthio)difluoromethylation of Aldehydes with TMSCF2Br: A Three-Component Strategy
Xie, Qiqiang,Zhu, Ziyue,Ni, Chuanfa,Hu, Jinbo
, p. 9138 - 9141 (2019/11/14)
An efficient method for nucleophilic (phenylsulfonyl/arylthio)difluoromethylation of aldehydes with TMSCF2Br was developed. The reaction proceeds through in situ generation of difluorocarbene, which is captured by PhSO2Na or ArSNa to