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SYNTHESIS OF HETEROFUNCTIONAL 3,3'-SULFONYLDIBENZOIC ACID DERIVATIVES

Дмитрий А. Василевский, Владимир С. Ященко, Вячеслав К. Ольховик
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Abstract


A method for the preparation of previously difficult to access heterofunctional 3,3'-sulfonyldibenzoic acid derivatives containing amino-, alkylamino-, hydroxy-, and alkoxy substituents at the vicinal position relative to the sulfonyl group has been elaborated. The interaction of methyl 4-nitro-10,10-dioxophenoxathiine-2,8-dicarboxylate with amines and O-nucleophiles was shown to proceed under mild conditions, resulting in oxathiine ring opening, and the nucleophilic substitution occurred exclusively at position 4а of phenoxathiine.

How to Cite
Vasilevskii, D. A.; Yashchenko, V. S.; Ol'khovik, V. K. Chem. Heterocycl. Compd. 2016, 52, 128. [Khim. Geterotsikl. Soedin. 2016, 52, 128.]

For this article in the English edition see DOI 10.1007/s10593-016-1844-4


Keywords


aromatic dicarboxylic acids; diarylsulfones; phenoxathiine; 43,3'-sulfonyldibenzoic acid; aromatic nucleophilic substitution

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