Abstract
It has been established that the interaction of diazomethane with 4,5-dialkyl-substituted 3-oxo-(2H)-isothiazole 1,1-dioxides proceeds in two stages. Initially alkylation of the sulfonimide nitrogen atom and the carbonyl group oxygen atom occurs (in a ratio of ∼ 3:2), then there is a regioselective cycloaddition of diazomethane at the C=C double bond with the formation of the corresponding N-methyloxoisothiazolopyrazolines and 3-methoxyisothiazolopyrazolines.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 595–604, April, 2008.
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Rodina, L.L., Gidon, D.B., Nikolaev, V.V. et al. 4,5-Dialkyl-substituted 3-oxo-(2H)-isothiazole 1,1-dioxides in reactions with diazomethane. Chem Heterocycl Comp 44, 466–473 (2008). https://doi.org/10.1007/s10593-008-0065-x
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DOI: https://doi.org/10.1007/s10593-008-0065-x