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Concise synthesis of succinimide-fused 1,3-cyclohexadienes via Co-catalyzed [2 + 2 + 2] cycloaddition of 1,6-diynes and maleimides

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成果类型:
期刊论文
作者:
Cen, Kaili;Zhai, Ziyi;Liu, Yuan;Wei, Jiahao;Ouyang, Mixia;...
通讯作者:
Cai, JH;Zhao, F
作者机构:
[Cai, JH; Ouyang, Mixia; Cai, Jinhui; Cen, Kaili; Zhai, Ziyi; Huang, Shuyu; He, Guojun] Univ South China, Coll Chem & Chem Engn, Hengyang 421001, Hunan, Peoples R China.
[Zhao, Feng] Hunan Univ Med, Sch Pharmaceut Sci, Hunan Prov Key Lab Synthet Biol Tradit Chinese Med, Huaihua 418000, Hunan, Peoples R China.
[Liu, Yuan] Chuanshan Coll Univ South China, Univ South China, Chuanshan Coll, Henyang 421001, Hunan, Peoples R China.
[Wei, Jiahao] Univ South China, Sch Pharmaceut Sci, Henyang 421001, Hunan, Peoples R China.
通讯机构:
[Cai, JH ] U
[Zhao, F ] H
Univ South China, Coll Chem & Chem Engn, Hengyang 421001, Hunan, Peoples R China.
Hunan Univ Med, Sch Pharmaceut Sci, Hunan Prov Key Lab Synthet Biol Tradit Chinese Med, Huaihua 418000, Hunan, Peoples R China.
语种:
英文
关键词:
Positive ions;Atom economy;Cobalt catalysis;Concise synthesis;Cyclohexadienes;Electron-deficient;Higher efficiency;Maleimides;Scale-up;Succinimide;[2+2+2] cycloaddition;Catalysis
期刊:
Organic Chemistry Frontiers
ISSN:
2052-4110
年:
2024
卷:
11
期:
11
页码:
3257-3262
基金类别:
National Natural Science Foundation of China [22301128]; National Natural Science Foundation of China [2022JJ40353]; Natural Science Foundation of Hunan Province
机构署名:
本校为第一且通讯机构
院系归属:
化学化工学院
船山学院
摘要:
Herein, we report a new route towards succinimide-fused 1,3-cyclohexadienes through the reaction of 1,6-diynes with electron-deficient alkenes under cobalt catalysis. This method showed high efficiency, a wide substrate scope, good functional group tolerance, good atom economy, and easy scale-up. Furthermore, the succinimide-fused 1,3-cyclohexadienes were easily converted, via dehydrogenation under the cooperative work of iodine/CH3ONa, in good to excellent yields to 7,9,11-triaryl-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione derivatives, compounds expected to display ...

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