Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

I. I. Gerus, N. V. Lyutenko, A. D. Kacharov, V. P. Kukhar

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The NH and α-CH insertion reactions of tosyl isocyanate with N-monosubstituted 4-amino-1,1,1-trifluorobut-3-en-2-ones have been studied. The regioselectivity of this reaction depends on the temperature, the nature of the solvent and the catalyst: High temperatures or basic catalysts direct in favour of NH insertion while low temperatures direct the process in favour of α-CH insertion. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)10141-10145
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number51
DOIs
StatePublished - Dec 16 2000
Externally publishedYes

Keywords

  • Enaminones
  • Insertion reactions
  • Regiochemistry
  • Tosyl isocyanate
  • Ureas

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