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Synthesis 2018; 50(16): 3217-3223
DOI: 10.1055/s-0037-1609963
DOI: 10.1055/s-0037-1609963
special topic
Nickel-Catalyzed Transformation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon–Oxygen Bond: Synthesis of Mono-α-arylated Ketones
This work was supported by the National Natural Science Foundation of China (grant no. 21172208) and the National Basic Research Program of China (grant no. 2015CB856600).Further Information
Publication History
Received: 17 February 2018
Accepted after revision: 13 April 2018
Publication Date:
29 May 2018 (online)
Published as part of the Special Topic Modern Coupling Approaches and their Strategic Applications in Synthesis
Abstract
The nickel/IPr-catalyzed reaction of aryl 2-pyridyl ethers with propiophenone and acetophenone derivatives via C–OPy bond cleavage is performed in the presence of t-BuOLi to give mono-α-arylated ketones in moderate yields. The method is suitable for electron-rich and electron-poor ethers as well as heteroaryl ethers and tolerates a range of active functional groups.
Key words
aryl 2-pyridyl ethers - C–O activation - C–C coupling - nickel catalyst - α-arylated ketonesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609963.
- Supporting Information
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