Synthesis of γ-Amino Esters by Copper-Catalyzed Intermolecular 1,2-Aminoalkylation of Alkenes with Amines and α-Bromoalkyl Esters

Gao-Hui Pan; Ren-Jie Song; Ye-Xiang Xie; Shenglian Luo; Jin-Heng Li

doi:10.1055/s-0036-1591903

Synthesis, Inhaltsverzeichnis

Synthesis 2018; 50(08): 1651-1660
DOI: 10.1055/s-0036-1591903

paper

Synthesis of γ-Amino Esters by Copper-Catalyzed Intermolecular 1,2-Aminoalkylation of Alkenes with Amines and α-Bromoalkyl Esters

Gao-Hui Pan

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, P. R. of China eMail: srj0731@hnu.edu.cn eMail: jhli@hnu.edu.cn

,

Ren-Jie Song*

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, P. R. of China eMail: srj0731@hnu.edu.cn eMail: jhli@hnu.edu.cn

,

Ye-Xiang Xie

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, P. R. of China eMail: srj0731@hnu.edu.cn eMail: jhli@hnu.edu.cn

,

Shenglian Luo

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, P. R. of China eMail: srj0731@hnu.edu.cn eMail: jhli@hnu.edu.cn

,

Jin-Heng Li*

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, P. R. of China eMail: srj0731@hnu.edu.cn eMail: jhli@hnu.edu.cn

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Abstract

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Abstract

A new copper-catalyzed intermolecular 1,2-aminoalkylation of alkenes with α-bromoalkyl esters and amines for the synthesis of γ-amino esters is described. Employing the Cu(OTf)₂ and 2,2′-bipyridine catalytic system, the three-component reaction allows the formation of two new chemical bonds, including one C–C bond and one C–N bond, in a single reaction, and represents a new alkene difunctionalization using a radical strategy.

Key words

copper - aminoalkylation - alkenes - γ-amino esters - α-bromoalkyl esters

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