Dragan Andrei, Kubczyk Tomasz M, Rowley Julian H, Sproules Stephen, Tomkinson Nicholas C O
†WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, U.K.
‡WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow, G12 8QQ, U.K.
Org Lett. 2015 Jun 5;17(11):2618-21. doi: 10.1021/acs.orglett.5b00953. Epub 2015 May 12.
Malonoyl peroxide 7, prepared in a single step from the commercially available diacid, is an effective reagent for the oxidation of aromatics. Reaction of an arene with peroxide 7 at room temperature leads to the corresponding protected phenol which can be unmasked by aminolysis. An ionic mechanism consistent with the experimental findings and supported by isotopic labeling, Hammett analysis, EPR investigations, and reactivity profile studies is proposed.
由市售二酸一步制备的丙二酰过氧化物7是一种用于芳烃氧化的有效试剂。芳烃与过氧化物7在室温下反应生成相应的受保护酚，该酚可通过氨解去保护。本文提出了一种与实验结果一致，并得到同位素标记、哈米特分析、电子顺磁共振研究和反应活性分布研究支持的离子机理。
