Construction of Functionalized Oxindoles by Quinone-Carbonate Synergistically Triggered Intermolecular Radical Coupling.

Qiu, Yun; Wu, Zecheng; Ou, Xingyun; Zhao, Qiuting; Lei, Hao; Wang, Chengming

Qiu, Yun; Wu, Zecheng; Ou, Xingyun; Zhao, Qiuting; Lei, Hao; Wang, Chengming.

Afiliación

Qiu Y; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.
Wu Z; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.
Ou X; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.
Zhao Q; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.
Lei H; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.
Wang C; College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 511443, China.

J Org Chem ; 89(17): 12753-12761, 2024 Sep 06.

Article en En | MEDLINE | ID: mdl-39189527

ABSTRACT

ABSTRACT

We disclose a rapid and nontoxic procedure to construct various oxindoles. This method harnesses the power of a catalytic amount of quinone in synergy with Cs2CO3, showcasing remarkable compatibility with a wide range of functional groups. Mechanistic investigations reveal that it operates via a radical pathway, likely initiated by the single-electron transfer from quinone-Cs2CO3 complexes. This pivotal electron transfer event leads to the generation of a crucial alkyl radical intermediate, contributing to the overall success and efficacy of the transformation.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos

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