Cu/Pd-Catalyzed Domino Carbonylative Synthesis of Polycyclic Carbonyl-Containing Quinolin-2(1<i>H</i>)-one Scaffolds from α-Bromocarbonyls

A novel Cu/Pd-catalyzed domino radical cyclization and C-H carbonylation of α-bromocarbonyls has been developed, which enables the rapid incorporation of CO unit into polycyclic quinolin-2(1<i>H</i>)-one scaffolds. By using Mo(CO)<sub>6</sub> as the CO source, the reaction proceeded smoothly to furnish various polycyclic carbonyl-containing quinolin-2(1<i>H</i>)-one derivatives in high yields. Notably, this method could be used in the late-stage modification of biologically active molecules such as estrone.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-11-22
DOI
https://doi.org/10.1021/acs.joc.4c02551
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.75

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article

Cu/Pd-Catalyzed Domino Carbonylative Synthesis of Polycyclic Carbonyl-Containing Quinolin-2(1H)-one Scaffolds from α-Bromocarbonyls

Shangyuan Wang, Jun Ying, Shuwei Li, Jiajun Zhao et al.
3 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.75
article

Cu/Pd-Catalyzed Domino Carbonylative Synthesis of Polycyclic Carbonyl-Containing Quinolin-2(1H)-one Scaffolds from α-Bromocarbonyls

Shangyuan Wang, Jun Ying, Shuwei Li, Jiajun Zhao, Jianwei Wang
article en
3 citations

Abstract

A novel Cu/Pd-catalyzed domino radical cyclization and C-H carbonylation of α-bromocarbonyls has been developed, which enables the rapid incorporation of CO unit into polycyclic quinolin-2(1<i>H</i>)-one scaffolds. By using Mo(CO)<sub>6</sub> as the CO source, the reaction proceeded smoothly to furnish various polycyclic carbonyl-containing quinolin-2(1<i>H</i>)-one derivatives in high yields. Notably, this method could be used in the late-stage modification of biologically active molecules such as estrone.

The Journal of Organic ChemistryVol. 89(23)
Zhejiang Sci-Tech University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 31%
Catalytic C–H Functionalization Methods
0.75
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