Copper-Catalyzed Oxidative Cleavage of Electron-Rich Olefins in Water at Room Temperature
Copper-Catalyzed Oxidative Cleavage of Electron-Rich Olefins in Water at Room Temperature
复制标题
DOI：
10.1021/acs.orglett.8b01883
复制
发表时间：
2018-09-07
期刊：
影响因子：
5.2
通讯作者：
Lipshutz, Bruce H.
中科院分区：
文献类型：
--
作者：
Lippincott, Daniel J.;Trejo-Soto, Pedro J.;Lipshutz, Bruce H.
铜催化富电子烯烃氧化裂解为其相应的羰基衍生物被描述为臭氧分解的替代方案。范围包括芳基酮衍生物的各种前体，以及具有非典型烷基和二烷基取代的烯醇醚的氧化，这是此类金属催化烯烃裂解反应中的第一种。使用廉价的铜盐、室温条件、有氧气氛和水作为全局反应介质突出了这种新方法的绿色特征。相关的机制调查也提出。
A copper-catalyzed oxidative cleavage of electron-rich olefins into their corresponding carbonyl derivatives is described as an alternative to ozonolysis. The scope includes various precursors to aryl ketone derivatives, as well as oxidations of enol ethers bearing atypical alkyl and dialkyl substitution, the first of their kind among such metal catalyzed alkene cleavage reactions. The use of an inexpensive copper salt, room temperature conditions, an aerobic atmosphere, and water as the global reaction medium highlight the green features of this new method. Associated mechanistic investigations are also presented.