The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (<i>Z</i>)-3-(silylmethylene)indolin-2-ones.

Han, Ya-Fei; Lv, Gui-Fen; Li, Yang; Wu, Li-Jun; Ouyang, Xuan-Hui; Li, Jin-Heng

The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones.

Han, Ya-Fei; Lv, Gui-Fen; Li, Yang; Wu, Li-Jun; Ouyang, Xuan-Hui; Li, Jin-Heng.

Afiliación

Han YF; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University Nanchang 330063 China liyang8825490@126.com jhli@hnu.edu.cn.
Lv GF; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University Nanchang 330063 China liyang8825490@126.com jhli@hnu.edu.cn.
Li Y; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University Nanchang 330063 China liyang8825490@126.com jhli@hnu.edu.cn.
Wu LJ; College of Sciences, Central South University of Forestry and Technology Changsha 410004 China lijunwu1105@hnu.edu.cn.
Ouyang XH; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University Nanchang 330063 China liyang8825490@126.com jhli@hnu.edu.cn.
Li JH; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University Nanchang 330063 China liyang8825490@126.com jhli@hnu.edu.cn.

Chem Sci ; 13(32): 9425-9431, 2022 Aug 17.

Article en En | MEDLINE | ID: mdl-36092994

ABSTRACT

ABSTRACT

A new method involving mild acryl transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines with CO and silanes is presented for producing (Z)-3-(silylmethylene)indolin-2-ones. Upon using an acryl transient chelating group, 2-alkynylanilines undergo an unprecedented alkyne cis-silylrhodation followed by aminocarbonylation to assemble (Z)-3-(silylmethylene)indolin-2-ones. Mechanistic studies show that acryl transient chelating effects result in the key alkyne cis-silylrhodation process.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2022 Tipo del documento: Article