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Pyrrole chemistry. XXII. A "one-pot" synthesis of some 4-acylpyrrole-2-carboxaldehydes from pyrrole

 

作者: Hugh J. Anderson,   Charles E. Loader,   Aidan Poster,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1980)
卷期: Volume 58, issue 23  

页码: 2527-2530

 

ISSN:0008-4042

 

年代: 1980

 

DOI:10.1139/v80-404

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

The Vilsmeier–Haack intermediates formed from pyrrole and from 1-methylpyrrole may be acylated under normal Friedel–Crafts conditions. Hydrolytic work-up then gives 4-acylpyrrole-2-carboxaldehydes in good yield. The methoxide/methanol treatment of the 4-trichloroacetylated intermediate leads to methyl 2-formylpyrrole-4-carboxylate. These are all "one-pot" syntheses from pyrrole. The formyl group has been removed from several of the products thus affording some 3-acylpyrroles in two operations.

 

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