Studies of Porphyrin Synthesis through 3+1 Condensation

摘要

Acid-catalyzed porphyrin formation from meso-aryltripyrromethanes and 2,5-bis( メ-hydroxy- メ-phenyl)methylfuran is studied. The condensation resulted in selective scrambling of tripyrromethanes when the condensa-tion was carried out with catalytic amounts of BF3 in methylene chloride. But the reaction carried out with p-TsOH or BEt3 catalysts in the presence of NH4Cl in acetonitrile, single porphyrin product was isolated without scrambling of starting tripyrromethane. The yields of porphyrin in these studies were somewhat lower than those of 2+2 condensations or aldehyde-pyrrole condensations.