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2,1-Benzothiazine 2,2-Dioxides. 8*. Synthesis and Structure of 2'-Amino-2-Oxo-1,2-Dihydro-6'H-Spiro-[Indole-3,4'-Pyrano[3,2-c][2,1]Benzothiazine]-3'-Carbonitrile 5',5'-Dioxides

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Chemistry of Heterocyclic Compounds Aims and scope

2,2-Dioxides of 1-R-1H-2,1-benzothiazin-4(3H)-ones easily undergo a three-component condensation with N-substituted isatins and malononitrile in the presence of triethylamine giving 6'-R-1-R1-2'-amino-2-oxo-1,2-dihydro-6'H-spiro[indole-3,4'-pyrano[3,2-c][2,1]benzothiazine]-3'-carbonitrile 5',5'-dioxides in good yields. The reaction with 1-unsubstituted 1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide follows an analogous route, but the products are triethylammonium salts of the corresponding spiro compounds.

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Authors and Affiliations

  1. National University of Pharmacy, 53 Pushkinska St., Kharkiv, 61002, Ukraine

    I. V. Ukrainets, L. A. Petrushova & N. L. Bereznyakova

  2. Changchun Medical College, 6177 Jilin St., Changchun, 130031, P. R. China

    Liu Yangyang

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  1. I. V. Ukrainets
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  2. L. A. Petrushova
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  3. N. L. Bereznyakova
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  4. Liu Yangyang
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Correspondence to I. V. Ukrainets.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1459-1468, September, 2014.

*For Communication 7, see [1].

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Ukrainets, I.V., Petrushova, L.A., Bereznyakova, N.L. et al. 2,1-Benzothiazine 2,2-Dioxides. 8*. Synthesis and Structure of 2'-Amino-2-Oxo-1,2-Dihydro-6'H-Spiro-[Indole-3,4'-Pyrano[3,2-c][2,1]Benzothiazine]-3'-Carbonitrile 5',5'-Dioxides. Chem Heterocycl Comp 50, 1346–1353 (2014). https://doi.org/10.1007/s10593-014-1598-9

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  • DOI: https://doi.org/10.1007/s10593-014-1598-9

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