| 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 |
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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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