A Tandem Catalytic Approach for the Synthesis of Aminophenones Using an Amine-Integrated Bifunctional Cobalt–NHC Complex

We report herein a bifunctional Co<sup>III</sup>-NHC complex promoted unique protocol for generating diverse aminophenones from oxindole using aliphatic alcohols and aerial O<sub>2</sub> under mild conditions. The unparalleled dual functionality of this cobalt-catalyst enables the target product formation through a one-pot, sequential hydrogen autotransfer and oxidative transformation pathway, as established by in-depth mechanistic studies. Finally, the synthetic utility of the resulting aminophenones is highlighted by their transformation into various important heterocyclic scaffolds, including quinazoline, quinolinone, oxazine, and quinoline.

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Publication Details

Journal
Organic Letters
Published
2025-11-24
DOI
https://doi.org/10.1021/acs.orglett.5c04096
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

A Tandem Catalytic Approach for the Synthesis of Aminophenones Using an Amine-Integrated Bifunctional Cobalt–NHC Complex

Biswaranjan Boity, Arnab Rit, Arpita Sahoo
Organic Letters
Asymmetric Hydrogenation and Catalysis
article

A Tandem Catalytic Approach for the Synthesis of Aminophenones Using an Amine-Integrated Bifunctional Cobalt–NHC Complex

Biswaranjan Boity, Arnab Rit, Arpita Sahoo
article en

Abstract

We report herein a bifunctional Co<sup>III</sup>-NHC complex promoted unique protocol for generating diverse aminophenones from oxindole using aliphatic alcohols and aerial O<sub>2</sub> under mild conditions. The unparalleled dual functionality of this cobalt-catalyst enables the target product formation through a one-pot, sequential hydrogen autotransfer and oxidative transformation pathway, as established by in-depth mechanistic studies. Finally, the synthetic utility of the resulting aminophenones is highlighted by their transformation into various important heterocyclic scaffolds, including quinazoline, quinolinone, oxazine, and quinoline.

Organic LettersVol. 27(48)
Indian Institute of Technology Madras (IN)
Openalex Percentile: Top 70%
Asymmetric Hydrogenation and Catalysis
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