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Issue 23, 2018
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Synthesis of pyrrolo[3,4-c]quinoline-1,3-diones: a sequential oxidative annulation followed by dehydrogenation and N-demethylation strategy

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Abstract

A synthetic strategy has been developed for pyrrolo[3,4-c]quinoline-1,3-diones. This synthetic protocol consists of sequential CeO2 catalyzed oxidative annulation followed by DDQ mediated dehydrogenation and N-demethylation. This sequential reaction strategy provides a wide range of fused tetrahydroisoquinolines and pyrrolo[3,4-c]quinoline-1,3-diones in good yields with excellent functional group tolerance. One of the synthesized pyrrolo[3,4-c]quinolines has been unambiguously established by its solid state structure using single crystal XRD. The photophysical properties of the synthesized pyrrolo[3,4-c]quinoline-1,3-diones were evaluated and some of them showed good fluorescence quantum yields.

Graphical abstract: Synthesis of pyrrolo[3,4-c]quinoline-1,3-diones: a sequential oxidative annulation followed by dehydrogenation and N-demethylation strategy

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Publication details

The article was received on 31 Aug 2018, accepted on 22 Oct 2018 and first published on 23 Oct 2018


Article type: Paper
DOI: 10.1039/C8NJ04443K
Citation: New J. Chem., 2018,42, 18894-18905
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    Synthesis of pyrrolo[3,4-c]quinoline-1,3-diones: a sequential oxidative annulation followed by dehydrogenation and N-demethylation strategy

    K. Sharma, B. Das and P. Gogoi, New J. Chem., 2018, 42, 18894
    DOI: 10.1039/C8NJ04443K

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