4.8 Article

Copper(II)-Catalyzed Synthesis of Pyrrolo[3,4-b]quinolinediones from o-Amino Carbonyl Compounds and Maleimides

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ORGANIC LETTERS
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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00240

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A copper(II)-catalyzed cascade synthesis of 1Hpyrrolo[3,4-b]quinoline-1,3(2H)-diones has been achieved using o-amino carbonyl compounds and maleimides. This one-pot cascade strategy involves a copper-catalyzed azaMichael addition followed by condensation and oxidation, resulting in moderate to good yields (44-88%) with broad substrate scope and excellent functional group tolerance.
A copper(II)-catalyzed cascade synthesis of 1Hpyrrolo[3,4-b]quinoline-1,3(2H)-diones has been achieved from readily available o-amino carbonyl compounds and maleimides. This one-pot cascade strategy involves a copper-catalyzed azaMichael addition followed by condensation and oxidation to deliver the target molecules. The protocol features a broad substrate scope and excellent functional group tolerance and affords products in moderate to good (44-88%) yields.

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