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Updated: Jun 8, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
CO insertion enabled γ-C(sp3)-H heteroarylative carbonylation of tertiary alcohols via heteroaryl migration
Xin Qi1,2, Yuanrui Wang1,2, Xiao-Feng Wu1,2,3
1Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China. xwu2020@dicp.ac.cn.
Abstract:
The direct functionalization of remote C(sp3)-H is valuable but challenging, and is even more difficult to achieve than the γ-C(sp3)-H functionalization of alcohols. Among the strategies, hydrogen atom transfer (HAT) is one of the solutions for such transformations. Herein, we designed a migration reaction involving carbon monoxide, forming an alkoxy radical by photocatalysis, and used carbon monoxide to extend the carbon chain to provide a site for the migration of heteroaryl groups, which makes 1,4-HAT more advantageous, and we relied on this strategy to successfully achieve the synthesis of 1,4-dicarbonyl compounds by γ-C(sp3) functionalization of alcohols.
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