Synthesis of indenoporphyrins, highly modified porphyrins with reduced diatropic characteristics

…, BE Smith, MJ Melquist, BA Godfrey

文献索引：Lash, Timothy D.; Smith, Breland E.; Melquist, Michael J.; Godfrey, Bradley A. Journal of Organic Chemistry, 2011 , vol. 76, # 13 p. 5335 - 5345

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被引用次数: 16

摘要

Indene-fused porphyrins have been synthesized starting from 2-indanone. Knorr-type reaction of oximes derived from benzyl or tert-butyl acetoacetate with 2-indanone and zinc dust in propionic acid gave good yields of indenopyrroles. Treatment with N- chlorosuccinimide then gave 8-chloro derivatives, and these reacted with 5-unsubstituted pyrroles to give dipyrroles incorporating the fused indene unit. Hydrogenolysis of the ...