1003295-27-9Relevant academic research and scientific papers
Perfluoroaryl Azide Staudinger Reaction: A Fast and Bioorthogonal Reaction
Sundhoro, Madanodaya,Jeon, Seaho,Park, Jaehyeung,Ramstr?m, Olof,Yan, Mingdi
, p. 12117 - 12121 (2017)
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.
Effective synthesis of chiral N-fluoroaryl aziridines through enantioselective aziridination of alkenes with fluoroaryl azides
Jin, Li-Mei,Xu, Xue,Lu, Hongjian,Cui, Xin,Wojtas, Lukasz,Zhang, X. Peter
, p. 5309 - 5313 (2013)
The CoII complex of a D2-symmetric chiral porphyrin ([Co(D2-Por*)], see scheme) is a highly effective catalyst for the enantioselective aziridination of alkenes with fluoroaryl azides. The reaction can be performed at RT w
Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium
El-Remaily, Mahmoud Abd El Aleem Ali Ali,Elhady
, (2019/06/08)
The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.
Selective C4-F bond cleavage of pentafluorobenzene: Synthesis of N-tetrafluoroarylated heterocyclic compounds
Liu, Cuibo,Wang, Huan,Xing, Xing,Xu, You,Ma, Jun-An,Zhang, Bin
supporting information, p. 4649 - 4652 (2013/08/23)
A simple aromatic nucleophilic monosubstitution reaction for the synthesis of N-tetrafluoroarylated heterocyclic compounds via selective C4-F bond cleavage of pentafluorobenzene with N-H containing heterocycles is demonstrated. This method is highly tolerant of a wide range of substrates to give the corresponding products in moderate to good yields. Additionally, this strategy is applied to synthesize other mono-, di-, and tri-fluoroarylated indole derivatives. Crown Copyright
