98711-41-2Relevant academic research and scientific papers
Cycloaddition Reaction of 1,4,2-Dithiazole-5-thiones
Greig, Derek J.,McPherson, Michael,Paton, Michael R.,Crosby, John
, p. 1205 - 1208 (2007/10/02)
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.
