Aerobic oxidative cleavage of CC bond to carbonyl compound

Results in Chemistry

Guan-yu Yang¹  Zhi-Hao Li²  Huai-Zhu Li²  Long-Fei Jia²  Rui-Jun Li³ 

[1] College of Chemistry, Zhengzhou University, 100 Kexue Avenue, Zhengzhou 450001, PR China;College of Chemistry, Zhengzhou University, 100 Kexue Avenue, Zhengzhou 450001, PR China;Corresponding authors at: College of Chemistry, Zhengzhou University, 100 Kexue Avenue, Zhengzhou 450001, PR China.;

关键词: Styrene compound;    Cleavage reaction;    TBHP;    Dioxygen;    Aromatic aldehyde;   

DOI  :  

来源: DOAJ

【 摘 要 】

A highly efficient and selective carbon–carbon double bonds cleavage of styrene compounds involving molecular oxygen was achieved using TBHP as a free radical initiator in diethylene glycol diethyl ether medium. Various styrene compounds, such as phenyl acrylic acids and its esters, 2-substituted 3-phenyl acrylic acids and its esters, chalcones, 4-phenyl-3-buten-2-one and bis(2-phenylvinyl) ketone, 5-benzylidene-1,3-dimethyl-pyrimidine-2,4,6-triones, could be effectively oxidized into the corresponding aryl carbonyl compounds, and the yield was up to 99%. A suitable mechanism was proposed. Gram-level synthesis further illustrated the practicality of our method.

【 授权许可】

Unknown