The reactions of 3,3-dialkyl-3,4-dihydroisoquinoline cyclic azomethines with the methyl ester and p-toluidide of iodoacetic acid gave stable quaternary ammonium salts which were suitable dipoles for [3+2] cycloaddition reactions. Azomethines activated by iodomethylation react with potassium cyanide and malonodinitrile.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. G. Mikhailovskii, Khim. Geterotsikl. Soedin., 579 (2000). [Chem. Heterocycl. Comp., 36, 501 (2000)].
A. G. Mikhailovskii, B. B. Aleksandrov, and M. I. Vakhrin, Khim. Geterotsikl. Soedin., 1144 (1992). [Chem. Heterocycl. Comp., 28, 966 (1992)].
A. G. Mikhailovskii, V. S. Shklyaev, and E. V. Feshina, Khim. Geterotsikl. Soedin., 236 (1998). [Chem. Heterocycl. Comp., 34, 211 (1998)].
G. Tóth, F. Janke, Z. Bende, L. Weber, and K. Simon, J. Chem. Soc., Perkin Trans. 1, 1961 (1983).
Z. Bende, L. Töke, L. Weber, G. Tóth, F. Janke, and G. Csonka, Tetrahedron, 369 (1984).
D. H. R. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry [Russian translation], Vol. 3, Khimiya, Moscow (1982), p. 628.
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1828-1833, December, 2009.
Rights and permissions
About this article
Cite this article
Surikov, O.V., Mikhailovskii, A.G. & Vakhrin, M.I. Properties of 3,3-dialkyl-3,4-dihydro-isoquinoline cyclic azomethines. Chem Heterocycl Comp 45, 1473–1477 (2009). https://doi.org/10.1007/s10593-010-0453-x
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-010-0453-x