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光氧化还原催化实现C-H键的官能团化

Functionalization of C-H Bonds by Photoredox Catalysis.

作者信息

Qin Qixue, Jiang Heng, Hu Zhentao, Ren Daan, Yu Shouyun

机构信息

State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China.

出版信息

Chem Rec. 2017 Aug;17(8):754-774. doi: 10.1002/tcr.201600125. Epub 2017 Jan 11.

Abstract

Visible-light photoredox catalysis has been successfully used in the functionalization of inert C-H bonds including C(sp )-H bonds of arenes and C(sp )-H bonds of aliphatic compounds over the past decade. These transformations are typically promoted by the process of single-electron-transfer (SET) between substrates and photo-excited photocatalyst upon visible light irradiation (household bulbs or LEDs). Compared with other synthetic strategies, such as the transition-metal catalysis and traditional radical reactions, visible-light photoredox approach has distinct advantages in terms of operational simplicity and practicability. Versatile direct functionalization of inert C(sp )-H and C(sp )-H bonds including alkylation, trifluoromethylation, arylation and amidation, has been achieved using this practical strategy.

摘要

在过去十年中,可见光光氧化还原催化已成功用于惰性C-H键的官能团化反应,包括芳烃的C(sp²)-H键和脂肪族化合物的C(sp³)-H键。在可见光照射(家用灯泡或发光二极管)下,这些转化反应通常是通过底物与光激发的光催化剂之间的单电子转移(SET)过程来促进的。与其他合成策略(如过渡金属催化和传统自由基反应)相比,可见光光氧化还原方法在操作简便性和实用性方面具有明显优势。利用这种实用策略,已实现了惰性C(sp³)-H和C(sp²)-H键的多种直接官能团化反应,包括烷基化、三氟甲基化、芳基化和酰胺化反应。

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