Carbamoylimines of Methyltrifluoropyruvate in the Diels-Alder’s Azareaction with Cyclopentadiene

  • A.Yu. Aksinenko Institute of Physiologically Active Compounds of the Russian Academy of Sciences, 1 Severny proezd, Moscow region, Chernogolovka, 142432 Russia
  • I.P. Kalashnikova Institute of Physiologically Active Compounds of the Russian Academy of Sciences, 1 Severny proezd, Moscow region, Chernogolovka, 142432 Russia
  • V.B. Sokolov Institute of Physiologically Active Compounds of the Russian Academy of Sciences, 1 Severny proezd, Moscow region, Chernogolovka, 142432 Russia
Keywords: carbamoylimines, methyltrifluoropyruvate, cyclopentadiene, [2+4]-cycloaddition, azanorbornenes, azabicyclo[2.2.1]heptenes, tetrahydrocyclopenta[e][1,3]oxazines

Abstract

Carbamoylimines of methyl trifluoropyruvate react with cyclopentadiene with to formation of trifluoromethyl-containing azabicyclo [2.2.1] heptenes and tetrahydrocyclopenta[e][1,3]oxazines. NMR experiments involving DEPT and 1H{19F} determined the structure of the synthesized heterocycles and assignment of the signals in NMR spectra and established the exo-position of the CF3-group in azabicyclo[2.2.1]heptenes.

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Published
2018-10-01