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Condensed thiolane 1,1-dioxide system

1. Synthesis and rearrangement of trans-2-iminoperhydrothieno[3,4-d]-oxazole 5,5-dioxides

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Alkylation of trans-N-alkyl(or aryl)-N'-(3-hydroxy-1,1-dioxothiolan-4-yl) thioureas with ethyl p-toluenesulfonate, and the reaction of cyanogen bromide wiht an ethyl p-toluenesulfonate, and the reaction of cyanogen bromide with trans-3-hydroxy-4-aminothiolan-1,1-dioxides have given salts of trans-2-iminoperhydrothieno[3,4-d]-oxazole 5,5-dioxides. Rearrangement of these oxazolidines in the presence of bases afford perhydrothieno[3,4-d]imidazole-2-one 5,5-dioxides.

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Deceased.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 268–271, February, 1988.

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Bezmenova, T.É., Rozhenko, A.B., Khaskin, G.I. et al. Condensed thiolane 1,1-dioxide system. Chem Heterocycl Compd 24, 225–228 (1988). https://doi.org/10.1007/BF00473338

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  • DOI: https://doi.org/10.1007/BF00473338

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