Lambert Kyle M, Bobbitt James M, Eldirany Sherif A, Kissane Liam E, Sheridan Rose K, Stempel Zachary D, Sternberg Francis H, Bailey William F
Department of Chemistry, University of Connecticut, 55 North Eagleville Rd, Storrs, CT, 06269-3060, USA.
Chemistry. 2016 Apr 4;22(15):5156-9. doi: 10.1002/chem.201600549. Epub 2016 Feb 22.
Synergism among several intertwined catalytic cycles allows for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85-98% isolated yield. This metal-free, scalable, operationally simple method employs a catalytic quantity of 4-acetamido-TEMPO (ACT; TEMPO=2,2,6,6-tetramethylpiperidine N-oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel affords pure nitrile products.
几个相互交织的催化循环之间的协同作用使得伯胺能够在室温下选择性氧化为相应的腈,分离产率为85 - 98%。这种无金属、可扩展且操作简单的方法在温和条件下使用催化量的4-乙酰氨基-TEMPO(ACT;TEMPO = 2,2,6,6-四甲基哌啶氮氧化物)自由基和廉价、环境友好的三盐过氧单硫酸钾作为终端氧化剂。通过硅胶对反应混合物进行简单过滤即可得到纯腈产物。