Citation: Xu Dingjian, Meng Lichen, Xu Hang, Yao Xiaoquan. Ligand-Triggered, Copper Catalyzed Synthesis of Peresters and Allylic Ester from Aldehydes[J]. Chinese Journal of Organic Chemistry, ;2017, 37(5): 1205-1212. doi: 10.6023/cjoc201701051 shu

Ligand-Triggered, Copper Catalyzed Synthesis of Peresters and Allylic Ester from Aldehydes

Xu Dingjian ^a ,
Meng Lichen ^a ,
Xu Hang ^a ,
Yao Xiaoquan ^a,*,,

a.
Department of Applied Chemistry, Nanjing University of Aeronautics and Astronautics, Nanjing 210016

Corresponding author: Yao Xiaoquan, yaoxq@nuaa.edu.cn
Received Date: 27 January 2017
Revised Date: 21 March 2017

Fund Project: by the National Natural Science Foundation of China 21172107by the National Natural Science Foundation of China 21472092

Figures(1)

A copper iodide catalyzed reaction of aldehydes and t-butyl hydroperoxide (TBHP) was developed for the synthesis of peresters in the presence of bipyridine ligand under mild and neat conditions. The addition of bipyridine ligand increased the catalytic activities of copper catalyst significantly and triggered the reaction. The reaction showed good tolerance to various substrates, and good to excellent yields were obtained. Furthermore, a one-pot synthesis of allylic esters was also achieved by the addition of cyclohexene to the reaction mixture under neat condition at relative lower temperature.
- copper catalyzed,
- N-donor ligand,
- C-H activation,
- perester,
- allylic ester,
- one-pot synthesis,
- neat
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