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dc.contributor.authorEmayan, K.en
dc.contributor.authorEnglish, R. F.en
dc.contributor.authorKoutentis, Panayiotis Andreasen
dc.contributor.authorRees, C. W.en
dc.creatorEmayan, K.en
dc.creatorEnglish, R. F.en
dc.creatorKoutentis, Panayiotis Andreasen
dc.creatorRees, C. W.en
dc.description.abstract4,5-Dichloro-1,2,3-dithiazolium chloride 1 condenses with active methylene compounds, such as malononitrile, barbituric acid and Meldrum's acid, to give the dithiazol-5-ylidene derivatives, such as 3,4 and 5, in modest yields. Better yields are obtained from 4-chloro-1,2,3-dithiazole-5-thione 6. Thus the thione 6 condenses with diphenyldiazomethane in a very mild version of the Barton double extrusion synthesis of hindered alkenesen
dc.description.abstractthis requires neither heat to extrude nitrogen nor a phosphine to abstract sulfur, to give the alkene 7 (83%) (Scheme 1). This alkene rearranges at room temperature, with loss of hydrogen chloride and sulfur, to give the benzothiophene 13 (89%) in a new thiophene ring-forming reaction (Scheme 2). The thione 6 also condenses with tetracyanoethylene oxide to give a better yield of the dicyanomethylene compound 3 (70%) (Scheme 4). Compound 3, in turn, reacts with morpholine and with chloride ions (Scheme 5) to give 3-morpholino- 19 (60%) and 3-chloro- 20 (100%) isothiazole-4,5-dicarbonitrile, in a new isothiazole ring synthesis. Mechanisms are proposed for all of these reactions.en
dc.sourceJournal of the Chemical Society - Perkin Transactions 1en
dc.titleNew routes to benzothiophenes, isothiazoles and 1,2,3-dithiazolesen
dc.description.endingpage3349 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied SciencesΤμήμα Χημείας / Department of Chemistry
dc.description.notes<p>Cited By :37</p>en
dc.contributor.orcidKoutentis, Panayiotis Andreas [0000-0002-4652-7567]

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