Journal of heterocyclic chemistry

Syntheses and properties of benzodipyrrinones

SE Boiadjiev, DA Lightner

Index: Boiadjiev, Stefan E.; Lightner, David A. Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 1 p. 181 - 185

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Citation Number: 12

Abstract

Abstract 2, 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 ...

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