87434-73-9Relevant academic research and scientific papers
The Chemistry of Pyrrolic Compounds. LXIII Synthetic Studies of Petroporphyrins with Fused Six-Membered Ring Systems
Clezy, Peter S.,Prashar, Jognandan K.
, p. 825 - 837 (2007/10/02)
Several approaches to the synthesis of porphyrins bearing fused six-membered ring systems were explored with the aim of obtaining the petroporphyrin (4a).This was ultimately achieved by an intramolecular cyclization of a porphyrin with a propanoyl chloride side chain in the presence of stannic chloride.Methylation of the intermediate ketone with CH3Li and reduction of the resultant alcohol with NaBH3CN/ZnI furnished (4a).
Porphyrin Sythesis through Tripyrrins: An Alternative Approach
Smith, Kevin M.,Craig, G. Wayne
, p. 4302 - 4306 (2007/10/02)
A new route for synthesis of unsymmetrically substituted porphyrins is described.The route follows the earlier approach through pyrromethanes, tripyrrin hydrobromides, and a,c-biladiene dihydrobromides, except that the pyrromethane intermediate is elongated in an initially "clockwise" direction to give a benzyl tripyrrincarboxylate.Various advantages over the tert-butyl tripyrrincarboxylates used in the earlier method (Scheme I) are discussed.The new route is demonstrated in the syntheses of five pure porphyrins required for other current studies.
