Zhu Yamin, Zhao Mengdi, Lu Wenkui, Li Linyi, Shen Zengming
School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai, 200240, China.
Org Lett. 2015 Jun 5;17(11):2602-5. doi: 10.1021/acs.orglett.5b00886. Epub 2015 May 19.
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.
已报道了一种使用乙腈作为有吸引力的氰基源对简单芳烃进行铜催化氰化的新方法。无导向基团的芳烃的C-H官能化涉及顺序碘化/氰化，以高收率得到所需的芳腈。已发现一种用于乙腈C-CN键裂解的高效铜/ TEMPO体系。TEMPO用作廉价氧化剂，使反应能够以铜催化。此外，TEMPOCH2CN 6已被确定为活性氰化剂，并且在形成-CN部分方面显示出高反应性。
