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. 2020 Apr 17;85(8):5741-5749.
doi: 10.1021/acs.joc.0c00466. Epub 2020 Apr 7.

Oxidative C-H/N-H Annulation of Aromatic Amides With Dialkyl Malonates: Access to Isoindolinones and Dihydrobenzoindoles

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Oxidative C-H/N-H Annulation of Aromatic Amides With Dialkyl Malonates: Access to Isoindolinones and Dihydrobenzoindoles

Sourav Pradhan et al. J Org Chem. .

Abstract

A copper-mediated oxidative C-H/N-H annulation of aromatic amides with dialkyl malonates has been presented to afford synthetically valuable dihydrobenzoindoles and isoindolinones. The reaction proceeds through direct oxidative C(sp2)-H/C(sp3)-H coupling followed by an intramolecular N-H/C(sp3)-H dehydrogenative coupling to deliver the target motifs with broad scope and functional group tolerance.

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