Synthesis 2018; 50(16): 3217-3223
DOI: 10.1055/s-0037-1609963
special topic
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Transformation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon–Oxygen Bond: Synthesis of Mono-α-arylated­ Ketones

Jing Li
a   CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
,
a   CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, P. R. of China   eMail: zxwang@ustc.edu.cn
› Institutsangaben
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).
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Publikationsverlauf

Received: 17. Februar 2018

Accepted after revision: 13. April 2018

Publikationsdatum:
29. Mai 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.

Supporting Information

 
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