A convenient catalytic oxidative 1,2-shift of arylalkenes for preparation of α-aryl ketones mediated

• 作 者: Min Zhu Yang Zhao
• 机 构: College of Biological and Environmental Sciences,Zhejiang Shuren University,Foreign Language School,
• 出 处: Chinese Chemical Letters
• 发表日期: 2015年02期
• 关键词: oxidative convenient transformed afford ketone stoichiometric oxidant oxidized e

Using a catalytic amount of Nal and a stoichiometric oxidant Oxone~@,a convenient procedure has been developed for the catalytic oxidative 1,2-shift of arylalkenes in CH_3CN/H_2O at room temperature,which provides the corresponding α-aryl ketones in moderate to good yields.In this protocol,sodium iodide is first oxidized into hypoiodous acid,which reacts with arylalkene to afford iodohydrin.Then,the iodohydrin is transformed into the α-aryl ketone via an oxidative 1,2-shift rearrangement.

Using a catalytic amount of Nal and a stoichiometric oxidant Oxone ~ @, a convenient procedure has been developed for the catalytic oxidative 1,2-shift of arylalkenes in CH_3CN / H_2O at room temperature, which provides the corresponding α-aryl ketones in moderate to good yield. In this protocol, sodium iodide is first oxidized into hypoiodous acid, which reacts with arylalkene to afford iodohydrin.Then, the iodohydrin is transformed into the alpha-aryl ketone via an oxidative 1,2-shift rearrangement.