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

Л. Г. Воскресенский, А. В. Большов, Т. Н. Борисова, Ю. С. Рожкова, Е. А. Сорокина, А. В. Варламов
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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


Keywords


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

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