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Chemistry of Heterocyclic Compounds

, Volume 47, Issue 2, pp 222–228 | Cite as

2-Alkyl-4-oxohexahydropyrimido[4,5-d]- and -[5,4-d]azocines

  • L. G. VoskressenskyEmail author
  • M. V. Ovcharov
  • T. N. Borisova
  • L. N. Kulikova
  • A. V. Listratova
  • R. S. Borisov
  • A. V. Varlamov
Article

It has been established that 2-R-4-oxotetrahydropyrido[4,3-d]pyrimidines, under the action of activated alkynes in methanol, form a mixture of 2-R-4-oxohexahydropyrimido[4,5-d]azocines and products of decomposition of the tetrahydropyridine ring, the 2-R-5-methoxymethyl-4-oxo-6-vinylaminoethyl-pyrimidines. Tetrahydropyrido[3,4-d]pyrimidine, isomeric at the junction of the pyrimidine and tetrahydropyridine rings, forms only the corresponding pyrimido[5,4-d]azocine, the product of expansion, under the action of methyl propiolate.

Keywords

activated alkyne pyrimidoazocine tandem expansion tandem decomposition 

References

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    L. G. Voskressensky, T. N. Borisova, A. V. Listratova, L. N. Kulikova, A. A. Titov, and A. V. Varlamov, Tetrahedron Lett., 47, 4585 (2006).CrossRefGoogle Scholar
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Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • L. G. Voskressensky
    • 1
    Email author
  • M. V. Ovcharov
    • 1
  • T. N. Borisova
    • 1
  • L. N. Kulikova
    • 1
  • A. V. Listratova
    • 1
  • R. S. Borisov
    • 1
  • A. V. Varlamov
    • 1
  1. 1.Peoples’ Friendship University of RussiaMoscowRussia

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