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铜催化肟酯键连的未活化烯烃与未保护胺的直接双胺化反应。

Copper-Catalyzed Diamination of Oxime Ester-Tethered Unactivated Alkenes with Unprotected Amines.

机构信息

Hefei National Laboratory for Physical Science at the Microscale, Department of Chemistry, Center for Excellence in Molecular Synthesis , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 20237 , P. R. China.

出版信息

J Org Chem. 2019 Jun 7;84(11):6547-6556. doi: 10.1021/acs.joc.9b00936. Epub 2019 May 16.

Abstract

In this protocol, a redox-neutral Cu-catalyzed two-component vicinal diamination of oxime ester-tethered unactivated alkenes has been developed. This operationally simple method employs unprotected amines as the source of nucleophilic nitrogen and requires no additional ligand, enabling the efficient synthesis of diverse pyrrolines under mild and oxidant-free conditions. On the basis of the control experiments, a radical reaction pathway was proposed for this Cu-catalyzed reaction.

摘要

在本方案中,开发了一种氧化还原中性的 Cu 催化的肟酯键联的未活化烯烃的邻二胺化的两亲反应。这种操作简单的方法采用未保护的胺作为亲核氮源,且无需额外配体,在温和且无氧化剂的条件下,能够有效地合成各种吡咯啉。根据对照实验,提出了这种 Cu 催化反应的自由基反应途径。

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