Issue 14, 2022

Ni-Catalysed intramolecular reductive aminocarbonylation of 2-haloaryl-tethered nitroarenes for the synthesis of dibenzazepine-based heterocycles

Abstract

Herein, we describe an intramolecular reductive aminocarbonylation of haloaryl-tethered nitroarenes with carbon monoxide to access dibenzazepine-based heterocycles. The use of a nickel catalyst and manganese reductant allows the expedient synthesis of structurally diverse dibenzoxazepinones, dibenzothiazepinones, and dibenzodiazepinones, obviating the in-advance transformation of the nitroarene moiety to aniline in a conventional aminocarbonylation process.

Graphical abstract: Ni-Catalysed intramolecular reductive aminocarbonylation of 2-haloaryl-tethered nitroarenes for the synthesis of dibenzazepine-based heterocycles

Supplementary files

Article information

Article type
Research Article
Submitted
02 May 2022
Accepted
07 Jun 2022
First published
08 Jun 2022

Org. Chem. Front., 2022,9, 3869-3875

Ni-Catalysed intramolecular reductive aminocarbonylation of 2-haloaryl-tethered nitroarenes for the synthesis of dibenzazepine-based heterocycles

Z. Feng, J. Ma and C. W. Cheung, Org. Chem. Front., 2022, 9, 3869 DOI: 10.1039/D2QO00699E

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