CO <sub>2</sub> -Driven C(sp <sup>2</sup> )–H Lactamization to 2-Quinolinones

2-Quinolinones are key scaffolds in pharmaceuticals, yet their synthesis under mild and sustainable conditions remains challenging. We report a transition-metal-free C(sp<sup>2</sup>)-H lactamization of azido-alkenes using CO<sub>2</sub> as a one-carbon source. The reaction proceeds under mild conditions with dimethyl phenylphosphonite, affording 2-quinolinones with excellent functional-group tolerance. The method enables <sup>13</sup>C-labeling with 99% incorporation, gram-scale synthesis, and downstream functionalizations, providing access to biologically relevant molecules. This strategy provides a versatile alternative to conventional and metal-catalyzed quinolinone syntheses.

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Publication Details

Journal
Organic Letters
Published
2026-02-23
DOI
https://doi.org/10.1021/acs.orglett.6c00254
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

CO 2 -Driven C(sp 2 )–H Lactamization to 2-Quinolinones

Duanyang Kong, Hong Sun
Organic Letters
Catalytic C–H Functionalization Methods
article

CO 2 -Driven C(sp 2 )–H Lactamization to 2-Quinolinones

Duanyang Kong, Hong Sun
article en

Abstract

2-Quinolinones are key scaffolds in pharmaceuticals, yet their synthesis under mild and sustainable conditions remains challenging. We report a transition-metal-free C(sp<sup>2</sup>)-H lactamization of azido-alkenes using CO<sub>2</sub> as a one-carbon source. The reaction proceeds under mild conditions with dimethyl phenylphosphonite, affording 2-quinolinones with excellent functional-group tolerance. The method enables <sup>13</sup>C-labeling with 99% incorporation, gram-scale synthesis, and downstream functionalizations, providing access to biologically relevant molecules. This strategy provides a versatile alternative to conventional and metal-catalyzed quinolinone syntheses.

Organic LettersVol. 28(9)
Kementerian Pendidikan Malaysia (MY), Beijing University of Chemical Technology (CN)
Responsible consumption and production
Openalex Percentile: Top 45%
Catalytic C–H Functionalization Methods
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