30091-13-5Relevant academic research and scientific papers
Convenient synthesis of pure fluorous alkyl azides at multigram scale
Berta, Máté,Dancsó, András,Nemes, Anikó,Pathó, Zoltán,Szabó, Dénes,Rábai, József
, p. 57 - 62 (2017/04/18)
The reaction of F-alkylation reagents including (perfluoroalkyl)alkyl halides and sulfonates [Rfn(CH2)mX (X?=?Br, I, OTs, OTf)], and a slight excess of NaN3 in DMSO at 100?°C for 5?h, followed by steam distillat
Perfluoroaryl Azide Staudinger Reaction: A Fast and Bioorthogonal Reaction
Sundhoro, Madanodaya,Jeon, Seaho,Park, Jaehyeung,Ramstr?m, Olof,Yan, Mingdi
supporting information, p. 12117 - 12121 (2017/09/07)
We report a fast Staudinger reaction between perfluoroaryl azides (PFAAs) and aryl phosphines, which occurs readily under ambient conditions. A rate constant as high as 18 m?1 s?1 was obtained between methyl 4-azido-2,3,5,6-tetrafluorobenzoate and methyl 2-(diphenylphosphanyl)benzoate in CD3CN/D2O. Furthermore, the iminophosphorane product was stable toward hydrolysis and aza-phosphonium ylide reactions. This PFAA Staudinger reaction proved to be an excellent bioothorgonal reaction. PFAA-derivatized mannosamine and galactosamine were successfully transformed into cell-surface glycans and efficiently labeled with phosphine-derivatized fluorophore-conjugated bovine serum albumin.
A versatile and highly reactive polyfluorinated hypervalent iodine (III) compound
Schaefer, Sascha,Wirth, Thomas
supporting information; experimental part, p. 2786 - 2789 (2010/07/06)
(Figure Presented) Hyper-reactive: A highly reactive, fully fluorinated hypervalent iodine reagent (see formula) mediates new transformations (e.g. the one-pot conversion of sulfides to sulfoximines) and serves as a stoichiometric oxidant in well-established reactions (e.g. C-C bond cleavage and the conversion of alcohols into aldehydes).
