SYNTHESIS OF HETEROFUNCTIONAL 3,3'-SULFONYLDIBENZOIC ACID DERIVATIVES

Authors

  • Дмитрий А. Василевский Institute of Chemistry of New Materials, National Academy of Sciences of Belarus
  • Владимир С. Ященко Institute of Chemistry of New Materials, National Academy of Sciences of Belarus
  • Вячеслав К. Ольховик Institute of Chemistry of New Materials, National Academy of Sciences of Belarus

DOI:

https://doi.org/10.1007/2918

Keywords:

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

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

Author Biographies

Дмитрий А. Василевский, Institute of Chemistry of New Materials, National Academy of Sciences of Belarus

Дмитрий Александрович Василевский

Владимир С. Ященко, Institute of Chemistry of New Materials, National Academy of Sciences of Belarus

Владимир Сергеевич Ященко

Вячеслав К. Ольховик, Institute of Chemistry of New Materials, National Academy of Sciences of Belarus

Вячеслав Константинович Ольховик

Published

2016-03-14

Issue

Section

Original Papers