Acetonitrile as a cyanating reagent: Cu-catalyzed cyanation of arenes.
Acetonitrile as a cyanating reagent: Cu-catalyzed cyanation of arenes.
复制标题
DOI：
10.1021/acs.orglett.5b00886
复制
发表时间：
2015-05
期刊：
影响因子：
5.2
通讯作者：
Yamin Zhu;Mengdi Zhao;Wenkui Lu;Linyi Li;Zengming Shen
中科院分区：
文献类型：
--
作者：
Yamin Zhu;Mengdi Zhao;Wenkui Lu;Linyi Li;Zengming Shen
已经记录了一种使用乙腈作为有吸引力的氰基源进行铜催化简单芳烃氰化的新方法。没有定向基团的芳烃的 C-H 官能化涉及连续的碘化/氰化，以良好的收率得到所需的芳族腈。发现了一种用于乙腈 C-CN 键断裂的高效 Cu/TEMPO 系统。 TEMPO 用作廉价氧化剂，使铜中的反应能够催化。此外，TEMPOCH2CN 6 已被确定为活性氰化剂，并显示出形成-CN部分的高反应活性。
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.