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Mannich reaction in the synthesis of N,S-containing heterocycles. 15*. Multicomponent cascade synthesis of 3,4,6a,7,8,9,10,10a-octahydro-2H,6H-pyrimido[4',5':4,5]pyrido[2,1-b][1,3,5]thia(selena)-diazine derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of (2E,4E)-2-cyano-5-phenylpenta-2,4-dienethio(seleno)amides with formaldehyde and primary aromatic amines gives 3,8,10-trisubstituted 6-phenyl-3,4,6a,7,8,9,10,10a-octahydro-2H,6H-py-rimido[4',5':4,5]pyrido[2,1-b][1,3,5]thia(selena)diazine-11-carbonitriles. The latter were also obtained by a multicomponent condensation of cinnamaldehyde, cyanothioacetamide, formaldehyde, and anilines in the presence of catalytic amounts of base. The structure of the 3,8,10-tri(4-methylphenyl)-6-phenyl-3,4,6a,7,8,9,10,10a-octahydro-2H,6H-pyrimido[4',5':4,5]pyrido[2,1-b][1,3,5]thiadiazine-11-carbonitrile was studied by X-ray structural analysis.

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Authors and Affiliations

  1. “ChemEx” Laboratory, Vladimir Dal’ East Ukrainian National University, 20-A/7 Molodyozhnyi Kv., Lugansk, 91034, Ukraine

    K. A. Frolov, V. V. Dotsenko & S. G. Krivokolysko

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  1. K. A. Frolov
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  2. V. V. Dotsenko
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  3. S. G. Krivokolysko
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Correspondence to V. V. Dotsenko.

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*For Communication 14, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1668-1674, October, 2012.

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Frolov, K.A., Dotsenko, V.V. & Krivokolysko, S.G. Mannich reaction in the synthesis of N,S-containing heterocycles. 15*. Multicomponent cascade synthesis of 3,4,6a,7,8,9,10,10a-octahydro-2H,6H-pyrimido[4',5':4,5]pyrido[2,1-b][1,3,5]thia(selena)-diazine derivatives. Chem Heterocycl Comp 48, 1555–1561 (2013). https://doi.org/10.1007/s10593-013-1173-9

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