ChemInform Abstract: Polycondensed Nitrogen Heterocycles. Part 25. Aminopyrrolo(1,2-f) phenanthridines by Decomposition of 2-(3-Azidophenyl)-1-arylpyrroles.

6533b81ffe1ef96bd1276f6a

RESEARCH PRODUCT

ChemInform Abstract: Polycondensed Nitrogen Heterocycles. Part 25. Aminopyrrolo(1,2-f) phenanthridines by Decomposition of 2-(3-Azidophenyl)-1-arylpyrroles.

Enrico Aiello Girolamo Cirrincione Anna Maria Almerico Francesco Mingoia Gaetano Dattolo

subject

chemistry.chemical_compound Hydrolysis chemistry Nucleophile Aryl chemistry.chemical_element General Medicine Azide Ring (chemistry)Hydrogen atom abstraction Decomposition Medicinal chemistry Nitrogen

description

Acid catalyzed decomposition of the azido derivatives 4a-c gave rise to amino-hydroxy-phenylpyrroles of type 7 and 8 upon hydrolysis of the intermediate aryl nitrenium ions, together with the hydrogen abstraction compounds of type 3. The aminopyrrolo[1,2-f]phenanthridines 10, 11, and 12 were obtained by treatment with TFMSA of the azide 4d in which the ring being attacked was made more nucleophilic by the introduction of the methoxy group.

year	journal	country	edition	language
2010-08-18	ChemInform

https://doi.org/10.1002/chin.199511173

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