Journal
MOLBANK
Volume 2023, Issue 2, Pages -Publisher
MDPI
DOI: 10.3390/M1628
Keywords
batracylin; isoindoloquinazolinones; cascade aza-mannich aza-Michael addition; external oxidant-free reaction; fluorescent small molecules
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The target compound was synthesized by a one-pot cascade reaction of ethyl (E)-3-(2-aminophenyl) acrylate and 2-formylbenzonitrile in the presence of Cs2CO3 catalyst. The reaction pathway was rationalized as a base-catalyzed tandem addition/cyclization/rearrangement initiated by the aniline molecule, followed by sequential aza-Michael addition/dehydrogenation. The fluorescence properties were also explained by theoretical investigation.
The title compound has been synthetized using a one-pot cascade process of ethyl (E)-3-(2-aminophenyl) acrylate and 2-formylbenzonitrile in the presence of Cs2CO3 as the catalyst. The synthetic route has been rationalized as a base-catalyzed tandem addition/cyclization/rearrangement initiated by the aniline molecule, followed by sequential aza-Michael addition/dehydrogenation. A theoretical investigation also provided a rationale for its fluorescence properties.
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