铜(Ⅰ)催化氧化无溶剂合成苯并吖啶二酮衍生物  

Copper(Ⅰ)-catalyzed oxidative synthesis of benzo[b]acridine dione derivatives in a solvent-free environment

作　　者：孙嘉阳 马惠敏 赵宇含 孔令斌 SUN Jiayang;MA Huimin;ZHAO Yuhan;KONG Lingbin(College of Food Science and Technology,Yunnan Agricultural University,Kunming 650201,Yunnan,China;College of Science,Yunnan Agricultural University,Kunming 650201,Yunnan,China)

机构地区：[1]云南农业大学食品科学技术学院,云南昆明650201 [2]云南农业大学理学院,云南昆明650201

出　　处：《云南大学学报（自然科学版）》2024年第5期945-951,共7页Journal of Yunnan University(Natural Sciences Edition)

基　　金：云南省科技厅基础研究专项(202101AU070247).

摘　　要：建立了一种苯并吖啶二酮衍生物的绿色合成方法,以2-(苯基氨基)萘-1,4-二酮类化合物与氰乙酸乙酯为原料,在铜(Ⅰ)与绿色氧化剂过氧叔丁醇的催化氧化体系下,通过无溶剂的自由基串联反应合成9个苯并吖啶二酮衍生物3a~3i,收率72%~79%.该合成策略绿色环保、操作简单(萃取和洗涤,无柱色谱分离)、原料简单易得,为高效合成具有潜在生物活性的苯并吖啶二酮衍生物提供了新的途径.We have developed an eco-friendly method for synthesizing benzo[b]acridine dione derivatives.Utilizing 2-(phenylamino)naphthalene-1,4-dione derivatives and ethyl cyanoacetate as starting materials,this process employs a copper(Ⅰ)catalytic system combined with the green oxidant tert-butyl hydroperoxide.Through a solvent-free radical tandem reaction,we successfully synthesized nine benzo[b]acridine dione derivatives(3a-3i),achieving yields of 72%to 79%.This synthesis approach is not only environmentally benign but also operationally straightforward,requiring only simple filtration and washing without the need for column chromatographic separation.Additionally,it leverages readily accessible raw materials.Our method offers a novel and efficient pathway for synthesizing acridine dione derivatives with potential biological activity,aligning with the standards of green chemistry and sustainable practices.

关 键 词：苯并吖啶二酮 铜(Ⅰ)催化 自由基串联反应 无溶剂 绿色合成 

分 类 号：O621.3[理学—有机化学]