- Dithiazoles and Related Compounds. Part 4. Preparation of 1,4,2-Dithiazolium Salts unsubstituted at C-5 including the Parent Heterocycle, NMR Spectroscopic Evidence for Aromaticity, and some Novel Reactions
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The reaction of 1-(1,4,2-dithiazol-5-ylidene)piperidinium salt 1 and 5-methylthio-1,4,2-dithiazolium salt 5 with sodium borohydride yields 5-piperidino- and 5-methylthio-1,4,2-dithiazoles 2 and 6, which may be solvolysed with perchloric acid in acetic anh
- Wai, Kwok-Fai,Sammes, Michael P.
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p. 2065 - 2070
(2007/10/02)
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- Cycloaddition Reaction of 1,4,2-Dithiazole-5-thiones
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1,4,2-Dithiazole-5-thiones can act either as the 2-atom or the 3-atom component in 2+3-cycloadditions.Benzonitrile N-phenylimine, generated in situ by dehydrochlorination of N-phenylbenzohydrazonoyl chloride, reacts at the exocyclic C=S double bond forming the thiadiazolethione (17) and the spiro compound (18) by collapse of the initial cycloadduct (19) and further 1,3-dipolar cycloaddition.The corresponding reaction with ethyl azidoformate yields a 5-ethoxycarbonylimino-1,4,2-dithiazole.On treatment-with dimethyl acetylenedicarboxylate and ethylcyanoformate the dithiazolethione itself acts as a 1,3-dipole forming 1,3-dithiole and 1,4,2-dithiazolethiones with expulsion of a nitrile fragment.
- Greig, Derek J.,McPherson, Michael,Paton, Michael R.,Crosby, John
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p. 1205 - 1208
(2007/10/02)
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- THE THERMAL FRAGMENTATION OF 1,3,4-DITHIAZOL-2-ONES
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Thermal expulsion of carbon oxysulphide from 1,3,4-dithiazol-2-ones in the presence of DMAD affords nitrile sulphide-derived dimethyl isothiazole-4,5-dicarboxylates.
- Greig, Derek J.,Paton, R. Michael,Rankin, John G.,Ross, John F.,Crosby, John
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p. 5453 - 5454
(2007/10/02)
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