Copper-catalyzed aerobic oxidation and cleavage/formation of C-S bond: a novel synthesis of aryl methyl sulfones from aryl halides and DMSO.
With atmospheric oxygen as the oxidant, a novel copper(I)-catalyzed synthesis of aryl methyl sulfones from aryl halides and widely available DMSO is described. The procedure tolerates aryl halides with various functional groups (such as methoxy, acetyl, chloro, fluoro and nitro groups), which could afford aryl methyl sulfones in moderate to high yields. The copper-catalyzed aerobic oxidation and the cleavage/formation of C-S bond are the key steps for this transformation.
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, China. gqyuan@scut.edu.cn
Gaoqing
G
Yuan
Junhua
J
Zheng
Xiaofang
X
Gao
Xianwei
X
Li
Liangbin
L
Huang
Huoji
H
Chen
Huanfeng
H
Jiang
D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods; D003300:Copper / Q000737:chemistry*; D004121:Dimethyl Sulfoxide / Q000138:chemical synthesis / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry
D006219:Halogens; D006841:Hydrocarbons, Aromatic; D013450:Sulfones; D003300:Copper; C025910:dimethyl sulfone; D004121:Dimethyl Sulfoxide