Tetrahedron

Porphyrins with exocyclic rings. Part 12. Synthesis of meso, β-butano-and meso, β-pentanoporphyrins from cycloalka [b] pyrroles

JA Bastian, TD Lash

Index: Bastian, Jolie A.; Lash, Timothy D. Tetrahedron, 1998 , vol. 54, # 23 p. 6299 - 6310

Full Text: HTML

Citation Number: 16

Abstract

Pyrroles 5 with b-face fused seven-or eight-membered carbocyclic rings were prepared in good yields by Knorr-type condensations with cycloheptanone or cyclooctanone, respectively. Treatment with lead tetraacetate in dichloromethane afforded the labile ω- acetates 8 and subsequent acid catalyzed condensation with α-unsubstituted pyrrole-2- carboxylates yielded the related pyrrolylcycloalka [b] pyrroles 29 and 30. The α- ...