Acetonitrile as a Cyanating Reagent: Cu-Catalyzed Cyanation of Arenes

作者：Zhu, Yamin; Zhao, Mengdi; Lu, Wenkui; Li, Linyi; Shen, Zengming^*

来源：Organic Letters, 2015, 17(11): 2602-2605.

DOI：10.1021/acs.orglett.5b00886

A novel approach to the Cu-catalyzed cyanation of simple arenes using acetonitrile as an attractive cyano source has been documented. The C-H functionalization of arenes without directing groups involves a sequential iodination/cyanation to give the desired aromatic nitriles in good yields. A highly efficient Cu/TEMPO system for acetonitrile C-CN bond cleavage has been discovered. TEMPO is used as a cheap oxidant and enables the reaction to be catalytic in copper. Moreover, TEMPOCH2CN 6 has been identified as the active cyanating agent and shows high reactivity for forming the -CN moiety.

• 出版日期2015-6-5
• 单位上海交通大学