Abstract

Abstract2,3‐Benzannelated dipyrrinone analogs (1 and 2) of xanthobilirubic acid (3) are prepared by base‐catalyzed condensation of isoindolinone (5) and indolin‐2‐one (6) respectively, with methyl 3‐(2‐formyl‐3,5‐dimethyl‐1H‐pyrrol‐4‐yl)propanoate (4). Nuclear Overhauser effect H‐nmr studies indicate that both 1 and 2 adopt preferentially a syn‐Z configuration. The former forms a hydrogen‐bonded homodimer in nonpolar solvents; the latter is intramolecularly hydrogen bonded.

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