INTERACTION OF HETEROATOM-CONTAINING PROPYNALS WITH S-, N-BINUCLEOPHILES

Authors

  • М. М. Демина Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • П. С. Новопашин Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • Т. В. Конькова Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • Г. И. Сарапулова Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • А. В. Афонин Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • А. С. Медведева Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033

DOI:

https://doi.org/10.1007/7748

Keywords:

bisheteronucleophiles, N1, N2 -bis(3-triorganyl-2-propynylidene)-1, 2-ethanediamines, α-silicon- or α-germanium-containing propynals, 5-(3-triorganyl-2-propynylidene)amino-1H-1, 2, 4-triazoles, 2-[3-triorganosilyl(germyl)-2-propynyl]-1, 3-thiazolidines, heteroatom-containing 1, 3-azaenynes, microwave activation

Abstract

Reactions of  α-silicon- and  α-germanium-containing acetylenic aldehydes with 2-aminoethanethiol, ethylenediamine, and 2-amino-1,2,4-triazole proceed chemoselectively at the aldehyde group. The ratio of tautomers, azomethine and 1,3-thiazolidine,  on interaction with 2-aminoethanethiol depends significantly on the nature of the heteroatom at  the triple bond of the aldehyde, the presence of a catalyst, and the use of microwave activation.

How to Cite
Demina, M. M.; Novopashin, P. S.; Kon'kova, T. V.; Sarapulova, G. I.; Afonin, A. V.; Medvedeva, A. S.  Chem. Heterocycl. Compd. 2006, 42, 1457. [Khim. Geterotsikl. Soedin. 2006, 1697.]

For this article in the English edition see DOI 10.1007/s10593-006-0262-4


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Published

2023-04-28

Issue

No. 11 (2006)

Section

Original Papers