The chloride ion catalysed addition of SCl2 to TCNE gives the dicyanomethylene-1,2,6-thiadiazine 3 as major product together with two unexpected minor products, pyrimidine 4 and pyrroloimidazothiadiazine 5, whose X-ray crystal structures are described; the products are derived from interaction of SCl2 with one cyano group with neighbouring group participation by two others.
Reaction of tetracyanoethylene with SCl2: new molecular rearrangements
P. A. Koutentis, C. W. Rees, A. J. P. White and D. J. Williams, Chem. Commun., 2000, 303 DOI: 10.1039/A909307I
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