Abstract
It is shown that the syn oximes of o-iodo- and o-, m-, and p-bromobenzophenones, under the influence of K2S2O8 in concentrated H2SO4, form the corresponding 3-aryl-1,2-benzisoxazoles as a result of oxidative cyclization. 3-(2-Iodophenyl)-1,2-benzisoxazole is oxidized by peracetic acid to the iodoso derivative which, upon heating in concentrated H2SO4, undergoes cyclization to the 4,2′-iodonia-3-phenyl-1,2-benzisoxazole cation. The iodide, bromide, and tetrafluoroborate of this cation were isolated.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 474–478, April, 1985.
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Tolstaya, T.P., Egorova, L.D. & Lisichkina, I.N. Oxidative cyclization of halobenzophenone oximes to 4,2′-iodonia-3-phenyl-1,2-benzisoxazole salts. Chem Heterocycl Compd 21, 392–396 (1985). https://doi.org/10.1007/BF00504396
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DOI: https://doi.org/10.1007/BF00504396