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Transformations of tetrahydro-pyrido[4,3-d]pyrimidines [b]-condensed with isoxazole, thiazole, thiadiazole, and triazole units under the action of activated alkynes

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Chemistry of Heterocyclic Compounds Aims and scope

It has been established that 5-vinyl-substituted (N-R,N-vinylaminomethyl)isoxazolo(thiazolo, thiadiazolo)pyrimidines are formed when tetrahydropyrido[3,4-d]pyrimidines, annelated with isoxazole, thiazole, and thiadiazole units are treated with terminal alkynes as a result of opening of the tetrahydropyridine ring. 7-Methoxymethyl-substituted [N-R,N-(dimethoxycarbonylvinyl)]aminoethyl-isoxazolo- and thiazolopyrimi-dines were obtained by reaction with dimethyl acetylenedicarboxylate (ADCE). Triazolo-pyrimidoazocine was obtained for the first time from tetrahydrotriazolopyrimidine and methyl propiolate.

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Authors and Affiliations

  1. Peoples’ Friendship University of Russia, Moscow, 117198, Russia

    L. G. Voskressensky, T. N. Borisova, M. V. Ovcharov, L. N. Kulikova, E. A. Sorokina, R. S. Borisov & A.V. Varlamov

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  1. L. G. Voskressensky
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  2. T. N. Borisova
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  3. M. V. Ovcharov
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  4. L. N. Kulikova
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  5. E. A. Sorokina
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  6. R. S. Borisov
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  7. A.V. Varlamov
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Correspondence to M. V. Ovcharov.

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Dedicated to Academician B. A. Trofimov on his 70th jubilee.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, 1861–1872, December, 2008.

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Voskressensky, L.G., Borisova, T.N., Ovcharov, M.V. et al. Transformations of tetrahydro-pyrido[4,3-d]pyrimidines [b]-condensed with isoxazole, thiazole, thiadiazole, and triazole units under the action of activated alkynes. Chem Heterocycl Comp 44, 1510–1519 (2008). https://doi.org/10.1007/s10593-009-0217-7

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  • DOI: https://doi.org/10.1007/s10593-009-0217-7

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