t- BuONO-Mediated Direct C–H Functionalization for the Synthesis of Quinoxalin-2(1H)-ones in Water

Abstract A method has been established for the direct formation of C (sp²)–C (sp³) bonds between quinoxaline-2(1H)-one and indolin-2-one, mediated by tert-butyl nitrite ( t- BuONO). A highly efficient and feasible strategy based on a radical coupling reaction is proposed to achieve direct C-H functionalization between quinoxalin-2(1H)-ones and indolin-2-ones. This method provides a simple protocol, which can produce 3-(2-oxoindol-3-yl) quinoxalin-2(1H)-ones with moderate to good yields. It has the advantages of mild reaction conditions, good compatibility with functional groups, and environmental friendliness, thus providing a new pathway for the green synthesis of functional heterocyclic compounds.

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Publication Details

Journal
Synthesis
Published
2026-10-16
DOI
https://doi.org/10.1055/a-2968-5148
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

t- BuONO-Mediated Direct C–H Functionalization for the Synthesis of Quinoxalin-2(1H)-ones in Water

Hui Qin, Jiana Shi, Fu-Wei Wang, Qiao-Jun He et al.
Synthesis
Catalytic C–H Functionalization Methods
article

t- BuONO-Mediated Direct C–H Functionalization for the Synthesis of Quinoxalin-2(1H)-ones in Water

Hui Qin, Jiana Shi, Fu-Wei Wang, Qiao-Jun He, Deng-Fei Lu, Ping Huang, Jin-Biao Long, Xiao-Wei Zheng, Xiao-Hong Mao, Yi-Wen Zhang
article en

Abstract

Abstract A method has been established for the direct formation of C (sp²)–C (sp³) bonds between quinoxaline-2(1H)-one and indolin-2-one, mediated by tert-butyl nitrite ( t- BuONO). A highly efficient and feasible strategy based on a radical coupling reaction is proposed to achieve direct C-H functionalization between quinoxalin-2(1H)-ones and indolin-2-ones. This method provides a simple protocol, which can produce 3-(2-oxoindol-3-yl) quinoxalin-2(1H)-ones with moderate to good yields. It has the advantages of mild reaction conditions, good compatibility with functional groups, and environmental friendliness, thus providing a new pathway for the green synthesis of functional heterocyclic compounds.

Synthesis
Hangzhou Normal University (CN), Zhejiang Provincial People's Hospital (CN), Hangzhou Medical College (CN), Zhejiang University of Technology (CN), Zhejiang University (CN)
Openalex Percentile: Top 25%
Catalytic C–H Functionalization Methods
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