Palladium Catalyzed Enantioselective <i>α</i> -Carbonylative Arylation for <i>De Novo</i> Construction of Chiral Indolin-3-ones

A Pd-catalyzed enantioselective carbonylative α-arylation of α-amino esters affording chiral indolin-3-ones is described. This reaction offers a method for the de novo synthesis of chiral 2,2-disubstituted indolin-3-ones utilizing CO as carbonyl source. A range of chiral 2,2-disubstituted indolin-3-ones was afforded at ambient pressure in good yield and high enantioselectivity. Mechanistic investigations, supported by kinetic analysis and DFT calculations, provide evidence that the reaction proceeds via stereodetermining reductive elimination.

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Publication Details

Journal
ACS Catalysis
Published
2026-05-08
DOI
https://doi.org/10.1021/acscatal.6c01710
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Palladium Catalyzed Enantioselective α -Carbonylative Arylation for De Novo Construction of Chiral Indolin-3-ones

Jie Yang, Jiahao Chen, Xinyu Zhu, Junliang Zhang
ACS Catalysis
Catalytic C–H Functionalization Methods
article

Palladium Catalyzed Enantioselective α -Carbonylative Arylation for De Novo Construction of Chiral Indolin-3-ones

Jie Yang, Jiahao Chen, Xinyu Zhu, Junliang Zhang
article en

Abstract

A Pd-catalyzed enantioselective carbonylative α-arylation of α-amino esters affording chiral indolin-3-ones is described. This reaction offers a method for the de novo synthesis of chiral 2,2-disubstituted indolin-3-ones utilizing CO as carbonyl source. A range of chiral 2,2-disubstituted indolin-3-ones was afforded at ambient pressure in good yield and high enantioselectivity. Mechanistic investigations, supported by kinetic analysis and DFT calculations, provide evidence that the reaction proceeds via stereodetermining reductive elimination.

ACS Catalysis
Fudan University (CN), Zhengzhou University (CN), Henan Institute of Technology (CN), Henan Normal University (CN), Yangzhou University (CN)
National Natural Science Foundation of China, Shanghai Municipal Education Commission, National Key Research and Development Program of China
Openalex Percentile: Top 10%
Catalytic C–H Functionalization Methods
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