邻苯二甲酰亚胺的电氧化霍夫曼重排反应制备邻氨基苯甲酸酯衍生物
Electrooxidative Hofmann Rearrangement of Phthalimides to Access Anthranilate Derivatives.
作者信息
Wang Jie, Zhang Yonghong, Wang Bin, Xia Yu, Xue Fei, Jin Weiwei, Liu Chenjiang
机构信息
Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, State Key Laboratory of Chemistry and Utilization of Carbon Based Energy Resources, College of Chemistry, Xinjiang University, Urumqi 830017, P. R. China.
Key Laboratory of Specialty Agri-Product Quality and Hazard Controlling Technology of Zhejiang Province, College of Life Sciences, China Jiliang University, Hangzhou 310018, P. R. China.
出版信息
ACS Omega. 2023 Sep 15;8(38):35167-35172. doi: 10.1021/acsomega.3c04797. eCollection 2023 Sep 26.
A simple and efficient electrooxidative Hofmann rearrangement reaction of phthalimides was developed. Anthranilate derivatives were synthesized in moderate to good yields under green and mild conditions using phthalimides as a rearrangement precursor. This approach not only provides a strategy for synthesizing anthranilates and deuterated anthranilate derivatives with high deuteration efficiency but also realizes efficient conversion at the gram scale. A possible reaction mechanism is proposed.
开发了一种简单高效的邻苯二甲酰亚胺电氧化霍夫曼重排反应。以邻苯二甲酰亚胺作为重排前体，在绿色温和的条件下以中等至良好的产率合成了邻氨基苯甲酸酯衍生物。该方法不仅为高效合成邻氨基苯甲酸酯和氘代邻氨基苯甲酸酯衍生物提供了一种策略，还实现了克级规模的高效转化。提出了一种可能的反应机理。
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