160413-75-2

Upstream product

• 2251-50-5 pentafluorobenzoylchloride 
• 95-55-6 2-amino-phenol 
• 273-53-0 benzoxazole 
• 363-72-4 Pentafluorobenzene 
• 602-94-8 Pentafluorobenzoic acid 

Downstream Products

• 343631-02-7 2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)benzoxazole 
• 1567382-95-9 2-(2,3,5,6-tetrafluorophenyl)benzo[d]oxazole 
• 521981-98-6 2-(2-amino-3,4,5,6-tetrafluorophenyl)benzoxazole 
• 521982-04-7 2-(2,3,5,6-tetrafluoro-4-methoxyphenyl)benzoxazole 

Relevant academic research and scientific papers

Polyfluoroarylation of oxazolones: Access to non-natural fluorinated amino acids

Herein, conditions are provided for the formation and use of the oxazolone enolate for the nucleophilic substitution of highly fluorinated (hetero)arenes, which after unmasking yield highly fluorinated non-natural amino acids and derivatives. In addition, the properties and chemical behavior of this new class of amino acids are explored. The utility is demonstrated in the one pot synthesis of medicinally relevant 2-aminohydantoins.

STRUCTURE AND SYNTHESIS OF HIGHLY FLUORINATED AMINO ACID DERIVATIVES

Methods of synthesizing polyfluorinated amino acid derivatives are disclosed, along with polyfluorinated amino acid derivatives produced from said methods, as well as compositions containing same. The synthesis methods utilize an oxazolone and a perfluoroarene to produce the polyfluorinated amino acid derivatives.

Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics

Polyfluorinated aromatics are essential to materials science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity using a safe and inexpensive amine as the reductant.

Mild copper-mediated direct oxidative cross-coupling of 1,3,4-oxadiazoles with polyfluoroarenes by using dioxygen as oxidant

CH3CN and O2 do the trick! A copper-mediated direct oxidative cross-coupling of 2-(het)aryl-1,3,4-oxadiazoles with polyhaloarenes under mild reaction conditions has been developed (see scheme). The process provides a concise access to biaryl structures containing polyhaloarenes, which are of interest in the fields of pharmaceuticals and functional materials. Acetonitrile and oxygen play crucial roles. Copyright

Solvent- and concentration-sensitive fluorescence of 2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)benzoxazole

2-(3,4,5,6-Tetrafluoro-2-hydroxyphenyl)benzoxazole (2) emits the long wavelength fluorescence around 500 nm in nonpolar solvent via the intramolecular proton transfer process in the excited state of 2 (enolform) and also emits the intermediate wavelength fluorescence around 440 nm in polar solvent, which is assumed to originate from the excited state of 2 (anion). The ease of formation of 2 (anion), compared to 2-(2-hydroxyphenyl)benzoxazole (1), is explained by the strongly inductive fluorine atoms. In a solvent with the intermediate polarity, 2 emits both fluorescences and their relative intensity is dependent on the concentration of 2, which is supposed to be caused by the high sensitivity of the intermediate wavelength emission to the concentration quenching.