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镍催化的二甲基芳基胺与芳基硼酸酯在还原条件下的交叉偶联反应

Ni-Catalyzed Cross-Coupling of Dimethyl Aryl Amines with Arylboronic Esters under Reductive Conditions.

作者信息

Cao Zhi-Chao, Xie Si-Jun, Fang Huayi, Shi Zhang-Jie

机构信息

Department of Chemistry , Fudan University , Shanghai 200433 , China.

College of Chemistry and Molecular Engineering , Peking University , Beijing 100871 , China.

出版信息

J Am Chem Soc. 2018 Oct 24;140(42):13575-13579. doi: 10.1021/jacs.8b08779. Epub 2018 Oct 11.

Abstract

Herein, we reported a successful Suzuki-Miyaura coupling of dimethyl aryl amines to forge biaryl skeleton via Ni catalysis in the absence of directing groups and preactivation. This transformation proceeded with high efficiency in the presence of magnesium. Preliminary mechanism studies demonstrated dual roles of magnesium: (i) a reductant that reduced Ni(II) species to active Ni(I) catalyst; (ii) a unique promoter that facilitated the Ni(I)/Ni(III) catalytic cycle.

摘要

在此,我们报道了在没有导向基团和预活化的情况下,通过镍催化实现二甲基芳基胺的成功铃木-宫浦偶联以构建联芳基骨架。该转化在镁的存在下高效进行。初步机理研究表明镁具有双重作用:(i) 作为还原剂将镍(II) 物种还原为活性镍(I) 催化剂;(ii) 作为独特的促进剂促进镍(I)/镍(III) 催化循环。

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