

SYNTHESIS OF POLYSUBSTITUTED PYRROLES BY THE REACTION OF ENAMINOKETONES, ARYLGLYOXALS, AND N,N-DIMETHYLBARBITURIC ACID

Abstract
Novel pentasubstituted pyrroles containing a propanoic acid fragment in position 1 were obtained by the reaction of arylglyoxals, N,Ndimethylbarbituric and 3-[(4-oxopent-2-en-2-yl)amino]propanoic acids both by sequential introduction of reagents and the one-pot method. The three-component condensation of phenylglyoxal, N,N-dimethylbarbituric acid, and 3-aminocrotonate afforded 3-carboxyethyl-2-methyl-5-phenylpyrrole with a pyrimidine fragment in position 4.
Keywords
3-aminocrotonic acid ethyl ester; arylglyoxal hydrates; N,N-dimethylbarbituric acid; 3-[(4-oxopent-2-en-2-yl)amino]propanoic acid; polysubstituted pyrroles; domino reactions.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv