Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 14, Pages 3869-3875Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00699e
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Funding
- National Natural Science Foundation of China [21772142, 21971186, 21961142015]
- National Key Research and Development Program of China [2019YFA0905100]
- Tianjin Municipal Science & Technology Commission [20JCYBJC00900]
- TJU
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In this study, we have developed an intramolecular reductive aminocarbonylation method for the synthesis of dibenzazepine-based heterocycles. The use of a nickel catalyst and manganese reductant enables the efficient synthesis of structurally diverse dibenzoxazepinones, dibenzothiazepinones, and dibenzodiazepinones without the need for transforming nitroarenes to anilines in advance.
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.
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