Use of the ring opening reactions of 1,3,5-triazines in organic synthesis (review)

@article{Aksenov2009UseOT,
  title={Use of the ring opening reactions of 1,3,5-triazines in organic synthesis (review)},
  author={Alexander V. Aksenov and Inna V. Aksenova},
  journal={Chemistry of Heterocyclic Compounds},
  year={2009},
  volume={45},
  pages={130-150}
}
Published data on the recyclization reactions of 1,3,5-triazines are reviewed. The classification is based on the fragments of the 1,3,5-triazine molecules used in the construction of new heterocycles. 
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20 Citations
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20 Citations

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A number of nonsymmetrically 2,7-disubstituted 1,3-diazapyrenes were synthesized by the Sonogashira cross coupling of 2-substituted 7-bromobenzo[gh]perimidines with phenyl- and pentylacetylenes. A…

Four mechanisms in the reactions of 3-aminopyrrole with 1,3,5-triazines: inverse electron demand Diels-Alder cycloadditions vs S(N)Ar reactions via uncatalyzed and acid-catalyzed pathways.

Four mechanisms are proposed to explain the experimental results: uncatalyzed and acid catalyzed inverse electron demand Diels-Alder cascades leading to cycloaddition, and uncatalysed and acid-catalyzed S(N)Ar reactions leading, respectively, to single and double substitution products.

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A direct annulation reaction of N-benzimidazolyl amidines with aldehydes has been established and allows the synthesis of ortho-fused 1,3,5-triazine derivatives. The N-benzimidazolyl amidine…

Direct formylation of 2-pyridone core of 3-N-methylcytisine via Duff reaction; synthesis of 9-enyl, 9-ynyl and 9-imino derivatives

It is shown, that interaction of 3-N-methyl-9-formylcytisine with hydroxylamines leads to corresponding nitrone (93%) and oxime (70%).

Synthesis and Reactions of Perimidines and Their Fused Systems

Perimidines are peri-naphtho-fused derivatives of pyrimidine. They are of particular interest as they are a rare example of an azine in which the lone pair of electrons of pyrrole-like nitrogen…

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