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.
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*Devoted to the memory of our teacher – Professor Nikolai Sergeevich Prostakov (1917-2007).
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, 483-487, March, 2012.
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Voskressensky, L.G., Bol’shov, A.V., Borisova, T.N. et al. Reaction of 3,3-dimethyl- and 3-spirocyclohexyl-tetrahydroisoquinolines with alkynes*. Chem Heterocycl Comp 48, 453–457 (2012). https://doi.org/10.1007/s10593-012-1014-2
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DOI: https://doi.org/10.1007/s10593-012-1014-2