Chloroacetate‐Promoted Selective Oxidation of Heterobenzylic Methylenes under Copper Catalysis |
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| Authors: | Dr Jianming Liu Xin Zhang Hong Yi Dr Chao Liu Ren Liu Dr Heng Zhang Prof Dr Kelei Zhuo Prof Dr Aiwen Lei |
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| Affiliation: | 1. College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072 (P. R. China) http://aiwenlei.whu.edu.cn/Main_Website/;2. Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007 (P. R. China) |
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| Abstract: | The efficient selective oxidation and functionalization of C? H bonds with molecular oxygen and a copper catalyst to prepare the corresponding ketones was achieved with ethyl chloroacetate as a promoter. In this transformation, various substituted N‐heterocyclic compounds were well tolerated. Preliminary mechanistic investigations indicated that organic radical species were involved in the overall process. The N‐heterocyclic compounds and ethyl chloroacetate work synergistically to activate C? H bonds in the methylene group, which results in the easy generation of free radical intermediates, thus leading to the corresponding ketones in good yields. |
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| Keywords: | copper catalysis ethyl chloroacetate N‐heterocycles selective oxidations |
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