Hussain Muhammad Ijaz, Feng Yangyang, Hu Liangzhen, Deng Qingfu, Zhang Xiaohui, Xiong Yan
School of Chemistry and Chemical Engineering , Chongqing University , Chongqing 401331 , China.
State Key Laboratory of Elemento-Organic Chemistry , Nankai University , Tianjin 300071 , China.
J Org Chem. 2018 Aug 3;83(15):7852-7859. doi: 10.1021/acs.joc.8b00729. Epub 2018 Jun 7.
The copper(II)-promoted free-radical oxidative difunctionalization of terminal alkenes to access ketoazides by utilizing molecular oxygen has been reported. A series of styrene derivatives have been evaluated and were found to be compatible to give the desired difunctionalized products in moderate to good yields. The role of molecular oxygen both as an oxidant and oxygen atom source in this catalytic transformation has been unquestionably demonstrated by O-labeling studies and a radical mechanistic pathway involving the oxidative formation of azidyl radicals is also designed. This environment-friendly catalytic oxidative protocol can transform aldehyde to nitrile.
据报道，利用分子氧，铜（II）促进末端烯烃的自由基氧化双官能化反应可得到酮叠氮化物。一系列苯乙烯衍生物已被评估，结果发现它们能够兼容反应，以中等至良好的产率得到所需的双官能化产物。通过O标记研究明确证实了分子氧在该催化转化过程中作为氧化剂和氧原子源的作用，并且还设计了一条涉及叠氮基自由基氧化形成的自由基机理途径。这种环境友好的催化氧化方法可以将醛转化为腈。
