Oxidation of 2-Methylpyrroles with Perchlorinated Iron III Metalloporphyrin Catalysts: A Versatile Synthesis of Symmetric and Asymmetric dipyrromethanes
Karunaratne, V. and David Dolphin
Can. J. Chem.
A variety of substituted 2-methylpyrroles were oxidized using the metalloporphyrin catalysts iron(III) meso-tetra(2,6-dichloro-3-sulfonatophenyl)-β-octachloroporphyrin chloride and iron(III) meso-tetra(2,6-dichlorophenyl)-β-octachloroporphyrin chloride under very mild conditions. Treatment of the resulting allylic alcohols with α-free pyrroles resulted in a very efficient synthesis of the corresponding dipyrromethanes. Furthermore, the above allylic alcohols when treated with furfurylamine produced (2-furylmethyl)-2-pyrrolylmethylamines.