TRIMETHYLSILYLCYANATION OF N-[3-(2-FURYL)-2-PROPENYLIDENE]TRIFLUOROMETHYLANILINES

Authors

  • И. Иовель Latvian Institute of Organic Synthesis, Riga LV 1006
  • Л. Голомба Latvian Institute of Organic Synthesis, Riga LV 1006
  • С. Беляков Latvian Institute of Organic Synthesis, Riga LV 1006
  • А. Кемме Latvian Institute of Organic Synthesis, Riga LV 1006
  • Ю. Попелис Latvian Institute of Organic Synthesis, Riga LV 1006
  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga LV 1006

Keywords:

α-amino nitriles, N-[3-(2-furyl)-2-propenylidene]anilines, Lewis acid, trimethylsilyl cyanide, catalysis

Abstract

The addition of Me3SiCN to N-[3-(2-furyl)-2-propenylidene]trifluoromethylanilines, differing in the position of the CF3 group in the benzene ring and in the presence or absence of a methyl group in the heterocycle, was studied in the presence of aluminum bromide as catalyst. The direction of the process (1,2-addition in all cases) was determined, and certain other features of the reactions were discovered. A series of the corresponding unsaturated heterocyclic α-amino nitriles were synthesized. The molecular and crystal structures of one of them were determined by X-ray crystallographic analysis.

How to Cite
Iovel, I.; Golomba, L.; Belyakov, S.; Kemme,A.; Popelis, J.; Lukevics, E. Chem. Heterocycl. Compd. 2004, 40, 295. [Khim. Geterotsikl. Soedin. 2004,366 .]

For this article in the English edition, see DOI 10.1023/B:COHC.0000028624.06624.b0

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Published

2004-03-25

Issue

No. 3 (2004)

Section

Original Papers