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Condensed pyridines. 6. Synthesis and strucutre of adamantyl-, cyclopropyl- and alkyl-substituted 3-halomethyl-2,3-dihydro-8-cyanothiazolo[3,2-a]pyridinium salts and their oxazolo and selenazolo derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of substituted 2-cyanopyridin-2(1H)-ones and their thione and selenone derivatives with allyl bromide gives the corresponding 2-allyloxy-, 2-allylmercapto-, and 2-allylseleno-3-pyridines, which upon treatment with halogens, form intramolecular quaternization products, namely, 3-halomethyl-2,3-dihydro-8-cyanooxazole[3,2-a]pyridinium salts and their thiazolo and selenazolo analogs. X-ray diffraction structural analysis was used to determine the structure of 3-bromomethyl-2,3-dihydro-5,7-dimethyl-8-cyanothiazolo[3,2-a]pyridinium perchlorate.

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For Communication 5, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 690–700, May, 1987.

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Litvinov, V.P., Sharanin, Y.A., Apenöva, E.é. et al. Condensed pyridines. 6. Synthesis and strucutre of adamantyl-, cyclopropyl- and alkyl-substituted 3-halomethyl-2,3-dihydro-8-cyanothiazolo[3,2-a]pyridinium salts and their oxazolo and selenazolo derivatives. Chem Heterocycl Compd 23, 574–582 (1987). https://doi.org/10.1007/BF00476391

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  • DOI: https://doi.org/10.1007/BF00476391

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