1605-56-7Relevant academic research and scientific papers
Visible-Light-Induced Selective Photolysis of Phosphonium Iodide Salts for Monofluoromethylations
Chen, Xiang-Yu,Liu, Qiang,Lu, Yu,Sheng, He,Su, Xiao-Di,Wang, Zhi-Xiang,Zhang, Chao-Shen
supporting information, p. 25477 - 25484 (2021/10/25)
The sigma (σ)-hole effect has emerged as a promising tool to construct novel architectures endowed with new properties. A simple yet effective strategy for the generation of monofluoromethyl radicals is a continuing challenge within the synthetic communit
Merging hypervalent iodine and sulfoximine chemistry: A new electrophilic trifluoromethylation reagent
Kalim, Jorna,Duhail, Thibaut,Le, Thanh-Nghi,Vanthuyne, Nicolas,Anselmi, Elsa,Togni, Antonio,Magnier, Emmanuel
, p. 10516 - 10523 (2019/12/02)
Electrophilic trifluoromethylation is at the forefront of methodologies available for the installation of the CF3 moiety to organic molecules; research in this field is largely spurred by the availability of stable and accessible trifluoromethy
Siladifluoromethylation and Deoxo-trifluoromethylation of PV-H Compounds with TMSCF3: Route to PV-CF2- Transfer Reagents and P-CF3 Compounds
Krishnamurti, Vinayak,Barrett, Colby,Prakash, G. K. Surya
supporting information, p. 1526 - 1529 (2019/03/07)
A method for siladifluoromethylation of dialkyl phosphonates and secondary phosphine oxides with TMSCF3 to produce nucleophilic PV-CF2- transfer reagents is disclosed, with multigram scale reactions included. Condition-dependent divergent reactivity under the established conditions is demonstrated by the formation of trifluoromethylphosphines. Both one-pot transformations are operationally simple and employ inexpensive materials. Mechanistic investigations suggest the divergent reactivity originates from a common intermediate, with Li+ concentration directing the chemoselectivity.
Borazine-CF3? Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation
Geri, Jacob B.,Wade Wolfe, Michael M.,Szymczak, Nathaniel K.
supporting information, p. 1381 - 1385 (2018/01/15)
A fluoroform-derived borazine CF3? transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C?H and C?X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF3? transfer, and cation modification afforded a reagent with enhanced stability.
A novel method for preparing S-(perfluoroalkyl)-dibenzothiophenium trifluoromethanesulfonate
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Paragraph 0100; 0104, (2018/04/01)
A method for preparing S-(perfluoroalkyl)-dibenzothiophenium trifluoromethanesulfonate shown as a general formula (I) by a one-pot process with significant effects is disclosed by the invention. The method includes reacting a biphenyl compound, perfluoroalkyl sulfonate, trifluoroacetic anhydride and trifluoromethanesulfonic acid. The biphenyl compound can be recovered and utilized so that the method is an environmentally friendly preparing method.
Air- and water-stable Lewis acids: Synthesis and reactivity of P-trifluoromethyl electrophilic phosphonium cations
Fasano,LaFortune,Bayne,Ingleson,Stephan
supporting information, p. 662 - 665 (2018/02/06)
A new class of electrophilic phosphonium cations (EPCs) containing a -CF3 group attached to the phosphorus(v) center is readily accessible in high yields, via a scalable process. These species are stable to air, water, alcohol and strong Br?nsted acid, even at raised temperatures. Thus, P-CF3 EPCs are more robust than previously reported EPCs containing P-X moieties (X = F, Cl, OR), and despite their reduced Lewis acidity they function as Lewis acid catalysts without requiring anhydrous reaction conditions.
COMPLEXES FOR NUCLEOPHILIC, RADICAL, AND ELECTROPHILIC POLYFLUOROALKYLATION
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Paragraph 00135, (2018/04/11)
Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.
Powerful, Thermally Stable, One-Pot-Preparable, and Recyclable Electrophilic Trifluoromethylating Agents: 2,8-Difluoro- and 2,3,7,8-Tetrafluoro-S-(trifluoromethyl)dibenzothiophenium Salts
Umemoto, Teruo,Zhang, Bin,Zhu, Tianhao,Zhou, Xiaocong,Zhang, Peng,Hu, Song,Li, Yuanqiang
, p. 7708 - 7719 (2017/08/14)
Although many electrophilic trifluoromethylating agents have been reported to date, practically useful reagents have yet to be developed. S-(Trifluoromethyl)dibenzothiophenium salts, known as Umemoto's reagents, have two significant drawbacks that have ha
HALOGENATED S-(PERFLUOROALKYL) DIBENZOTHIOPHENIUM SALT AND ITS PRODUCTION METHODS
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Page/Page column 30-31, (2016/07/27)
Halogenated S-(perfluoroalkyl) dibenzothiophenium salt represented by the following general formula (I). This compound is a new, reactive, and industrially useful reagent for perfluoroalkylating organic compounds. The reagent can be prepared by a one-pot process or a two-step reaction process from a halogenated biphenyl and easily isolated by a filtration method. In addition, the halogenated biphenyl can be recovered by desulfurization from a halogenated dibenzothiophene obtained as a side-product by the usage of the reagent.
Fluoroalkenyl, fluoroalkynyl and fluoroalkyl phosphines
Banger, Kulbinder K.,Brisdon, Alan K.,Herbert, Christopher J.,Ghaba, Hana Ali,Tidmarsh, Ian S.
experimental part, p. 1117 - 1129 (2010/07/20)
A review of the methods available for the preparation of monodentate P(III) compounds containing fluoroalkenyl, fluoroalkynyl and fluoroalkyl groups is given. The synthesis, properties and coordination chemistry of some fluoroalkenyl- and fluoroalkynyl-co
