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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2001 Volume 11, Issue 5, Pages 165–166 (Mi mendc4274)

This article is cited in 12 papers

New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles

L. S. Konstantinovaa, O. A. Rakitina, Ch. W. Reesb

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b Department of Chemistry, Imperial College London, London, UK

Abstract: Systematic variation of the ratio of Hünig's base 1 to S2Cl2 in their reactions in chloroform shows that, in addition to known tricyclic bisdithiolothiazine thiones 4 and 5, monocyclic dithiole-3-thiones 6 and 7 can be isolated; when the inert base DABCO is added the extent of sulfuration of the products is reduced and thiones are replaced by their oxo analogues, and diisopropylamines 15 are converted into monocyclic dithiol-3-ones 16; an overall mechanistic rationalisation of the results, extending earlier work, is presented.

Language: English

DOI: 10.1070/MC2001v011n05ABEH001493



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