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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