Tetrahedron

Porphyrins with exocyclic rings. Part 3. A reassessment on the utility of cyclopenta [b] pyrroles in the synthesis of porphyrin molecular fossils. Preparation of three type …

TD Lash, JJ Catarello

文献索引：Lash, Timothy D.; Catarello, James J. Tetrahedron, 1993 , vol. 49, # 20 p. 4159 - 4172

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被引用次数: 32

摘要

The utility of cyclopenta [b] pyrroles in porphyrin synthesis has been reinvestigated. A 6- oxocyclopenta [b] pyrrole 18 was prepared by cyclization of the propanoyl chloride sidechain of an α-unsubstituted pyrrole 17d in the presence of tin (IV) chloride. Subsequent reduction with sodium borohydride afforded the corresponding 6-hydroxy compound 10 and further acid catalyzed condensation with α-unsubstituted pyrroles 11a and 11b gave the ...