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用于C-N和C-O偶联反应的实用多相光氧化还原/镍双催化

Practical heterogeneous photoredox/nickel dual catalysis for C-N and C-O coupling reactions.

作者信息

Liu Yi-Yin, Liang Dong, Lu Liang-Qiu, Xiao Wen-Jing

机构信息

CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

出版信息

Chem Commun (Camb). 2019 Apr 18;55(33):4853-4856. doi: 10.1039/c9cc00987f.

DOI:10.1039/c9cc00987f
PMID:30950459
Abstract

Efficient C-N and C-O coupling reactions of aryl halides with amines and alcohols have been developed by using the strategy of heterogeneous visible light photoredox and nickel dual catalysis. Obviously, the joint use of inexpensive and bench-stable CdS and nickel salts, together with mild reaction conditions, makes these two transformations attractive for the synthetic community. This heterogeneous dual catalysis system also proved to be successful in the ligand-free catalytic hydroxylation of aryl bromide with water as a nucleophile. The practicality of this protocol is further emphasized by the scaled-up reaction and the reusability of heterogeneous photocatalysts.

摘要

通过采用多相可见光光氧化还原和镍双催化策略,已开发出芳基卤化物与胺和醇的高效C-N和C-O偶联反应。显然,廉价且易于保存的硫化镉和镍盐的联合使用,以及温和的反应条件,使得这两种转化反应对合成领域具有吸引力。该多相双催化体系还被证明可成功用于以水为亲核试剂的芳基溴无配体催化羟基化反应。放大反应和多相光催化剂的可重复使用性进一步强调了该方法的实用性。

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