The title compounds, 2-imino-2,5-dihydro-1,3,4-thiadiazoles (2a–c), were prepared by oxidation of thiosemicarbazones. The reactions of (2a–c) with ketenes gave the spiro-β-lactams (7a–d), via[2 + 2] cycloaddition. On the other hand, the reaction of (2a) with phenyl isocyanate gave the thiohydantoins (9) and (10). The reactions of compound (2) with some other nucleophiles are also described.
I. Yamamoto, I. Abe, M. Nozawa, M. Kotani, J. Motoyoshiya, H. Gotoh and K. Matsuzaki, J. Chem. Soc., Perkin Trans. 1, 1983, 2297 DOI: 10.1039/P19830002297
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