Pyrroles and related compounds. Part XXX. Cyclisation of porphyrin β-keto-estersto phaeoporphyrins
Porphyrin β-keto-esters are cyclised to the corresponding phaeoporphyrins in high yield by treatment of the former with 2 equiv. of thallium(III) trifluoroacetate, followed by photolysis and demetallation. In this way, the first formal total syntheses of phaeoporphyrin-a5 dimethyl ester (6a) and 2-vinylphaeoporphyrin-a5 dimethyl ester (6b) have been accomplished.
Publication Source (Journal or Book title)
Journal of the Chemical Society, Perkin Transactions 1
Kenner, G., McCombie, S., & Smith, K. (1974). Pyrroles and related compounds. Part XXX. Cyclisation of porphyrin β-keto-estersto phaeoporphyrins. Journal of the Chemical Society, Perkin Transactions 1, 527-530. Retrieved from https://digitalcommons.lsu.edu/chemistry_pubs/2166