1228813-89-5Relevant articles and documents
P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles
Politanskaya, Larisa,Tretyakov, Evgeny
, p. 555 - 564 (2017/11/03)
A simple and efficient approach to the synthesis of fluorinated amino-substituted acetophenones in good to excellent yields is reported. The heart of the proposed method consists of conversion of a Me 3 Si-C≡C- moiety into a MeC(=O)- group in the presence of p -tolu ene sulfonic acid (p -TSA) passing a stage of ethynylaniline formation. The reaction is metal-free, proceeds under mild conditions, and uses readily available starting compounds (trimethylsilylarylacetylene derivatives). The reaction provides access to amino-substituted acetophenones, which may serve as precursors for the synthesis of polyfluorinated azaheterocycles, having potential anticarcinogenic activity.
Synthesis of polyfluorinated ortho-alkynylanilines
Politanskaya, Larisa V.,Chuikov, Igor P.,Kolodina, Ekaterina A.,Shvartsberg, Mark S.,Shteingarts, Vitalij D.
experimental part, p. 97 - 107 (2012/03/27)
A series of polyfluorinated ortho-alkynylanilines - the versatile building blocks for diverse polyfluorobenzo azaheterocycles - have been synthesized by the Sonogashira reaction of polyfluorinated ortho-iodanilines with terminal alkynes.
3,4,5,6-tetrafluorophenylnitren-2-yl: A ground-state quartet triradical
Grote, Dirk,Finke, Christopher,Kossmann, Simone,Neese, Frank,Sander, Wolfram
experimental part, p. 4496 - 4506 (2010/08/20)
The photochemistry of 2iodo-3,4,5,6-tetrafluorophenyl azide (7d) has been investigated in argon and neon matrices at 4 K, and the products characterized by IR and EPR spectroscopy. The primary photochemical step is loss of a nitrogen molecule and formation of phenyl nitrene 1d. Further irradiation with UV or visible light results in mixtures of Id with azirine 5d′ , ketenimine 6d′, nitreno radical 2d, and azirinyl radical 9. The relative amounts of these products strongly depend on the matrix and on the irradiation conditions. Nitreno radical 2d with a quartet ground state was characterized by EPR spectroscopy. Electronic structure calculations in combination with the experimental results allow for a detailed understanding of the properties of this unusual new type of organic high-spin molecules.