咪唑杂环与2-氨基苯并噻唑化合物交叉偶联产物探索合成  

Exploring Synthesis of Cross-coupling Products of Imidazoheterocycles with 2-aminobenzothiazoles

作　　者：李术艳[1,2] LI Shu-yan(Zhangzhou Institute of Technology,Fujian Zhangzhou 363000;Fujian Collaborative Innovation Center of Fine Chemicals,Fujian Zhangzhou 363000,China)

机构地区：[1]漳州职业技术学院,福建漳州363000 [2]福建省精细化工应用技术协同创新中心,福建漳州363000

出　　处：《广州化工》2024年第9期51-53,共3页GuangZhou Chemical Industry

基　　金：福建省教育厅中青年教师教育科研项目(JAT201267);漳州职业技术学院科研项目(ZZY2021B137)。

摘　　要：研究了咪唑杂环化合物与2-氨基苯并噻唑化合物在亚硝酸叔丁酯和醋酸钾条件下的交叉偶联反应,制备了系列苯并噻唑类咪唑杂环化合物,产率中等至优异。研究表明,苯环上带有较强吸电子基团的2-氨基苯并噻唑类化合物参与反应产率较低,甚至不发生反应。而在咪唑杂环并[2,1-b]噻唑杂环化合物底物中,噻唑环上具有取代芳基的底物表现较好,产率可达到90%以上。通过核磁共振氢谱、核磁共振碳谱、红外光谱、高效液质联用仪等分析方法对合成产物的结构进行了表征,证明了合成方法的可靠性。The cross-coupling reaction of imidazoheterocycles with 2-aminobenzothiazoles in the presence of tert-butyl nitrite and potassium acetate was studied,by which could get good to excellent yields.It was indicated that 2-aminobenzothiazoles with strong electron withdrawing groups on the benzene ring was less effective under the standard conditions.Even did not undergo any reaction.6-Arylimidazo[2,1-b]thiazoles with substituted aromatic groups on the thiazole ring exhibited better performance,with yields exceeding 90%.All the compounds were characterized by 1 HNMR,13 CNMR,IR and HRMS(ESI)analysis proving the reliability of the synthesis.

关 键 词：咪唑并[2 1-b]噻唑 2-氨基苯并噻唑 偶联 

分 类 号：O626.23[理学—有机化学]