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Ni-Catalysed intramolecular reductive aminocarbonylation of 2-haloaryl-tethered nitroarenes for the synthesis of dibenzazepine-based heterocycles†
Zhe Feng
Organic Chemistry Frontiers Pub Date : 06/08/2022 00:00:00 , DOI:10.1039/D2QO00699E
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
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