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

HJ Anderson, CE Loader…

Index: Anderson, Hugh J.; Loader, Charles E.; Foster, Aidan Canadian Journal of Chemistry, 1980 , vol. 58, p. 2527 - 2530

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Citation Number: 38

Abstract

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 ...