Oxidative iodination of substituted N-methylpyrazoles

S. F. Vasilevskii, M. S. Shvartsberg

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Abstract

1. N-Methylpyrazoles, which have both electron-donor and electron-acceptor substituents in the 3 or (and) 5 positions, undergo oxidative iodination by I2-HIO3 mixture. Here the halogen atom can be inserted successively in the 4 position and then in either the free 5 or 3 position. 2. N-Methylpyrazole-4-carboxylic acids and 4-aldehydes under the conditions of this reaction undergo substitutive iodination and form either the 4-iodo or polyiodo derivatives. 3. The presence of moderately strong electron-acceptor substituents (I, COOCH3) in the 4 position of the pyrazole ring does not exclude the possibility of oxidative iodination in its other positions. Strong acceptor groups (NO2) in the 4 position prevent the reaction.

Original languageEnglish
Pages (from-to)778-784
Number of pages7
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume29
Issue number5
DOIs
Publication statusPublished - 1 May 1980
Externally publishedYes

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ASJC Scopus subject areas

  • Chemistry(all)

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