REACTION OF 3,3-DIMETHYL- AND 3-SPIROCYCLOHEXYLETRAHYDROISOQUINOLINES WITH ALKYNES

Authors

  • Л. Г. Воскресенский Peoples' Friendship University of Russia
  • А. В. Большов Peoples' Friendship University of Russia
  • Т. Н. Борисова Peoples' Friendship University of Russia
  • Ю. С. Рожкова Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences
  • Е. А. Сорокина Peoples' Friendship University of Russia
  • А. В. Варламов Peoples' Friendship University of Russia

DOI:

https://doi.org/10.1007/1237

Keywords:

tetrahydroisoquinoline, cleavage of the tetrahydropyridine ring, N-demethylation, tandem transformations

Abstract

It has been found that 2,3,3-trimethyl-1-phenyl- and 1,2-dimethyl-3-spirocyclohexyltetrahydro-isoquinolines react with activated alkynes in methanol with cleavage of the tetrahydropyridine ring to give methoxybenzyl- and methoxyethylbenzenes, and in boiling acetonitrile form N-butenoyl derivatives from N-methylspirocylohexyltetrahydroisoquinoline by its reaction with acetylacetylene.

Authors: L. G. Voskressensky, A. V. Bol'shov, T. N. Borisova, Yu. S. Rozhkova, E. A. Sorokina, and A. V. Varlamov.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (3), pp 453-457

http://link.springer.com/article/10.1007/s10593-012-1014-2

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Published

2013-11-26

Issue

No. 3 (2012)

Section

Original Papers