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双(2-丁氧基乙基)醚促进的O介导的烷基芳烃在清洁条件下氧化为酮

Bis(2-butoxyethyl) Ether-Promoted O-Mediated Oxidation of Alkyl Aromatics to Ketones under Clean Conditions.

作者信息

Xie Yangyang, Li Zeping, Xu Xudong, Jiang Han, Chen Keyi, Ou Jinhua, Liu Kaijian, Zhou Yihui, Luo Kejun

机构信息

Department of Material and Chemical Engineering, Hunan Institute of Technology, Hengyang 421002, China.

Collaborative Innovation Center, Hunan Automotive Engineering Vocational College, Zhuzhou 412001, China.

出版信息

Molecules. 2024 Oct 17;29(20):4909. doi: 10.3390/molecules29204909.

Abstract

Conventional oxidation processes for alkyl aromatics to ketones employ oxidants that tend to generate harmful byproducts and cause severe equipment corrosion, ultimately creating critical environmental problems. Thus, in this study, a practical, efficient, and green method was developed for the synthesis of aromatic ketones by applying a bis(2-butoxyethyl) ether/O system under external catalyst-, additive-, and base-free conditions. This O-mediated oxidation system can tolerate various functional groups and is suitable for large-scale synthesis. Diverse target ketones were prepared under clean conditions in moderate-to-high yields. The late-stage functionalization of drug derivatives with the corresponding ketones and one-pot sequential chemical conversions to ketone downstream products further broaden the application prospects of this approach.

摘要

将烷基芳烃氧化为酮的传统氧化工艺所使用的氧化剂往往会产生有害副产物并导致严重的设备腐蚀,最终造成严重的环境问题。因此,在本研究中,开发了一种实用、高效且绿色的方法,即在无外部催化剂、添加剂和碱的条件下,应用双(2-丁氧基乙基)醚/O体系合成芳香酮。这种O介导的氧化体系能够耐受各种官能团,适用于大规模合成。在清洁条件下以中等到高的产率制备了多种目标酮。药物衍生物与相应酮的后期官能化以及一锅法顺序化学转化为酮下游产品进一步拓宽了该方法的应用前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c70a/11510689/beccd20f9bfb/molecules-29-04909-sch001.jpg

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