硼促进甘氨酸衍生物的电化学C(sp^(2))—H溴化反应  

Electrochemical C(sp^(2))-H Bromination of Glycine Derivatives Enabled by Boron

作　　者：黄克金 蔡金博 王瑞革 张永红[1] 王斌[1] 夏昱 金伟伟 李新勇 刘晨江[1] Huang Kejin;Cai Jinbo;Wang Ruige;Zhang Yonghong;Wang Bin;Xia Yu;Jin Weiwei;Li Xinyong;Liu Chenjiang(College of Chemistry,Xinjiang University,Urumqi 830017;Key Laboratory of Specialty Agri-Product Quality and Hazard Controlling Technology of Zhejiang Province,College of Life Sciences,China Jiliang University,Hangzhou 310018;Asymchem Life Science(Tianjin)Co.Ltd,Tianjin 300457)

机构地区：[1]新疆大学化学学院,乌鲁木齐830017 [2]中国计量大学生命科学学院、浙江省特色农产品品质及危害物控制技术重点实验室,杭州310018 [3]凯莱英生命科学技术(天津)有限公司,天津300457

出　　处：《有机化学》2024年第3期989-996,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21702175,21961037,22161044);新疆维吾尔自治区天山创新团队计划(No.2021D14011);新疆维吾尔自治区自然科学基金(No.2020D01C077)资助项目。

摘　　要：报道了一种室温条件下甘氨酸衍生物的电化学芳烃C(sp^(2))—H键溴化方法.在温和反应条件下,以四丁基溴化铵或四丁基三溴化铵为溴源和电解质,顺利地合成了一系列C(sp^(2))—H键溴化的甘氨酰胺、甘氨酸酯和二肽类化合物,收率最高可达95%.与传统方法相比,该方法具有底物范围广泛、官能团兼容性好、操作方便、无需外加氧化剂和金属催化剂等特点,更加符合绿色化学和环境保护的要求.A method for the electrochemical arene C(sp^(2))—H bromination of glycine derivatives at room temperature is reported.Under mild reaction conditions,a series of brominated N-aryl glycine amides,N-aryl glycine esters,and dipeptide at aromatic C(sp^(2))—H bonds were smoothly synthesized using tetrabutylammonium bromide or tetrabutylammonium tribromide as Br sources and electrolytes with up to 95%yield.Compared with traditional methods,this methodology features broad substrate scope,good functional group compatibility,easy operation,without using additional oxidants and metal catalysts,thus much conforms to the requirement of green chemistry and environmental protection.

关 键 词：甘氨酸衍生物 有机电合成 C—H活化 溴化反应 

分 类 号：O621.25[理学—有机化学]