Ruthenium(II)-Catalyzed Annulation of Oximes with Maleimides: Synthesis of Pyrrolo[3,4‑c]isoquinoline-1,3-diones

A series of pyrroloisoquinoline-1,3-diones has been synthesized using ruthenium­(II) as the catalyst and oxygen as the oxidant in a straightforward manner. The reaction proceeds through a tandem C–C/C–N bond formation process between maleimides and ketoximes, providing a direct approach for the synt...

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Veröffentlicht in:Organic letters 2024-08, Vol.26 (33), p.6977-6982
Hauptverfasser: Kianmehr, Ebrahim, Shafiee-Pour, Maryam
Format: Artikel
Sprache:eng
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Zusammenfassung:A series of pyrroloisoquinoline-1,3-diones has been synthesized using ruthenium­(II) as the catalyst and oxygen as the oxidant in a straightforward manner. The reaction proceeds through a tandem C–C/C–N bond formation process between maleimides and ketoximes, providing a direct approach for the synthesis of the titled products. This operationally simple reaction procedure supplies suitable conditions for synthesizing diverse isoquinoline-based heterocycles with a range of functional groups in moderate to good yields and compatible with gram-scale synthesis. Furthermore, the compatibility of this reaction with oxygen as a green and environmentally friendly oxidant raises the importance of the present method.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c02330