17556-42-2Relevant articles and documents
Synthesis and synthetic applications of (4-hydroxyphenyl)perfluoroalkylmethanols
Terashima, Kyu,Kawasaki-Takasuka, Tomoko,Minami, Ichiro,Yamazaki, Takashi
, (2021/12/03)
Development of the convenient method for the synthesis of (hydroxyphenyl)perfluoro-alkylmethanols was achieved by the Meerwein-Ponndorf-Verley (MPV) type reduction of the in situ-generated perfluoroalkylated ketones as the key step. The benzylic OH group of the resultant alcohols was successfully converted to H or Rf(CH2)nO by way of the corresponding chlorides, this transformation being not easy by any other methods.
Fluorine-18 labelled Ruppert-Prakash reagent ([18F]Me3SiCF3) for the synthesis of 18F-trifluoromethylated compounds
Pees, Anna,Vosjan, Maria J.W.D,Vasdev, Neil,Windhorst, Albert D.,Vugts, Danielle J.
supporting information, p. 5286 - 5289 (2021/06/06)
This article describes the first synthesis and application of fluorine-18 labelled Ruppert-Prakash reagent [18F]Me3SiCF3. [18F]Me3SiCF3 was synthesized from [18F]fluoroform with radiochemical yields of 85-95% and radiochemical purities of >95% within 20 m
One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols
Kani, Ryunosuke,Inuzuka, Toshiyasu,Kubota, Yasuhiro,Funabiki, Kazumasa
supporting information, p. 4487 - 4493 (2020/06/01)
A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.