石油化工高等学校学报2025，Vol.38Issue(2)：62-71,10.DOI:10.12422/j.issn.1006-396X.2025.02.008
酸催化的烯丙基苯与四嗪环化反应的研究
Study on the Acid-Catalyzed Cyclization Reaction of Allylbenzenes and Tetrazine
摘要
Abstract
Indeno[1,2-d]pyridazine derivatives have wide applications in pesticides,pharmaceuticals,and other fields due to their excellent biological activities.Therefore,the development of rapid and efficient synthetic methods for these compounds has attracted increasing attention from researchers.A novel acid-catalyzed cyclization reaction between allylbenzene and tetrazine was designed.Reaction intermediates were trapped,and their structures,along with those of the products,were characterized using nuclear magnetic resonance spectroscopy.The results indicate that the reaction proceeds through intermolecular[4+2]cycloaddition and intramolecular Friedel-Crafts alkylation processes,enabling one-step synthesis of indeno[1,2-d]pyridazine derivatives.The reaction also exhibits a broad substrate scope and good functional group compatibility,yielding a series of indeno[1,2-d]pyridazine derivatives with 67%～95%yields.In gram scale experiments,the target product was obtained with an 81%yield,demonstrating the potential practical value of this reaction.关键词
烯丙基苯/茚并哒嗪衍生物/[4+2]环化反应/傅克反应Key words
Allylbenzenes/Indeno[1,2-d]pyridazine derivatives/[4+2]Cycloaddition/Friedel-Crafts reaction分类
化学工程引用本文复制引用
刘文卿,王贺,王欣,李蕾..酸催化的烯丙基苯与四嗪环化反应的研究[J].石油化工高等学校学报,2025,38(2):62-71,10.基金项目
辽宁省科技厅面上项目(2022MS361) （2022MS361）
辽宁省教育厅项目(JYTMS20231451). （JYTMS20231451）
