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Oxidative iodination of substituted N-methylpyrazoles

 

作者: S.F.Vasilevskii,   M.S.Shvartsberg,  

 

期刊: Bulletin of the Academy of Sciences of the USSR, Division of chemical science  (Springer Available online 2004)
卷期: Volume 29, issue 5  

页码: 778-784

 

ISSN:0568-5230

 

年代: 2004

 

DOI:10.1007/BF00949685

 

出版商: Springer_US-Boston

 

数据来源: Springer

 

摘要:

1.N-Methylpyrazoles, which have both electron-donor and electron-acceptor substituents in the 3 or (and) 5 positions, undergo oxidative iodination by I2-HIO3mixture. 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.

 

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