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

Anderson, Hugh J and Loader, Charles E and Foster, Aidan (1980) Pyrrole chemistry. XXII. A "one-pot" synthesis of some 4-acylpyrrole-2-carboxaldehydesfrom pyrrole. Canadian Journal of Chemistry, 58 (23). pp. 2527-2530. DOI 10.1139/v80-404

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Abstract

The Vilsmeier-Haack intermediates formed from pyrroleand from 1-methylpyrrole may be acylated under normal Friedel-Crafts conditions. Hydrolytic work-up then gives 4-acylpyrrole-2-carboxaldehydes in good yield. The methoxidelmethanol 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.

Item Type: Article
Subjects: 99 - Other
Divisions: 99 - Other
Journal or Publication Title: Canadian Journal of Chemistry
Volume: 58
Page Range: pp. 2527-2530
Identification Number: 10.1139/v80-404
Depositing User: Sarah Humbert
Date Deposited: 26 Oct 2011 09:26
Last Modified: 23 Jul 2013 10:02
URI: http://eprints.esc.cam.ac.uk/id/eprint/2220

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