蔺菲菲,刘闯,王贺,李蕾.化学通报,2022,85(8):992-998.
可见光催化氮杂环丙烯与马来酰亚胺的[3+2]环加成反应
Visible-light-photoredox Catalyzed [3+2] Cyclization between 2H-Azirine with Maleimide
投稿时间:2022-01-19  修订日期:2022-02-05
DOI:
中文关键词:  可见光氧化还原催化  氮杂环丙烯  马来酰亚胺  吡咯[3,4-c]吡咯-1,3(2H,5H)二酮  芳构化
英文关键词:Visible-light-photoredox  catalysis, 2H-Azirine, Maleimide, Pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione, aromatization
基金项目:国家自然科学基金项目(21702087)和辽宁省教育厅项目(L2020033)资助
作者单位E-mail
蔺菲菲 辽宁石油化工大学石油化工学院 269899882@qq.com 
刘闯 辽宁石油化工大学石油化工学院  
王贺 辽宁石油化工大学石油化工学院  
李蕾 辽宁石油化工大学石油化工学院 lilei0814.com@163.com 
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中文摘要:
      本文报道了在可见光照射下,以10-甲基-9-均三甲苯基吖啶高氯酸盐为光催化剂,室温条件下实现了氮杂环丙烯与马来酰亚胺[3+2]环加成反应,以55-99%的产率合成了二氢吡咯[3,4-c]吡咯-1,3(2H,3aH)二酮类化合物。此外,向反应体系中加入DDQ,可一锅法得到芳构化的吡咯[3,4-c]吡咯-1,3(2H,5H)二酮。该方法具有操作简单、反应条件温、官能团耐受性好等特点。
英文摘要:
      A visible-light-photoredox catalyzed [3+2] cyclization between 2H-azirine with maleimide has been developed with 9-mesityl-10-methylacridin-10-ium perchlorate as photocatalyst, affording a series of dihydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione in 55-99% yields. Furthermore, the aromatization was occurred to obtained the pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione in one-pot when the DDQ was added in this system. The reaction exhibits synthetic simplicity, mild conditions, and excellent functional group compatibility.
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