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Etude comparative des photoréactions de thiophènes et de furannes avec la propylamine
Authors:A Couture  A Delevallee  A Lablache-Combier  C Párkányl
Institution:Laboratoire de Chimie Organique Physique, Université des Sciences et Techniques de Lille, B. P. 36, 59650-Villeneuve d''Ascq, France;Department of Chemistry, The University of Texas at El Paso, El Paso, Texas 79968, U.S.A.
Abstract:Mechanisms explaining the formation of pyrroles obtained by UV irradiation of thiophen, the two methylthiophens, the four dimethylthiophens, 2-phenylthiophen, furan, the two methylfurans, and 2,4- and 2,5-dimethylfuran in the presence of n-propylamine are discussed. A comparison of the structure of thiocarbonyl and carbonyl intermediates most likely to be formed by UV irradiation of the substrates with the structure of the experimentally obtained pyrroles indicates that the formation of pyrroles from thiophenes and furans seems to follow mechanisms described in Schemes 1 and 4.
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