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RESEARCH PRODUCT
Synthesis of bis(indolylmaleimide) macrocycles
Herwig PongratzAlfred PoppSiavosh MahboobiIrene DechantDieter SchollmeyerHans Reindlsubject
Bis-indolylmaleimideChemistryIntramolecular forceOrganic ChemistryIntermolecular forceNucleophilic substitutionMedicinal chemistrydescription
The synthesis of a novel class of macrocyclic bis(indolylmaleimides) is reported. The key step involves the intermolecular connection of 2,2′-bridged indoles with 3,4-dibromo-2,5-dihydro-1H-2,5-pyrroledione (dibromomaleimide) derivatives. The bis(indolylmaleimides) afforded by this method were further processed by intramolecular nucleophilic substitution of the remaining bromo substituents forming flexible N-substituted macrocycles (9a-9j, 10a-10e) and, by connecting both maleimides, semi rigid macrocycles (7a-7xx).
year | journal | country | edition | language |
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2000-03-01 | Journal of Heterocyclic Chemistry |