Iron-promoted carbonylation-rearrangement of α-aminoaryl-tethered alkylidenecyclopropanes with CO2: Facile synthesis of quinolinofurans

被引:0
|
作者
Zhang, Zhen [1 ,2 ,3 ]
Chen, Xue-ling [1 ,2 ]
Xie, Xiu-Mei [1 ,2 ]
Gao, Tian-Yu [4 ]
Qin, Jing [1 ,2 ]
Li, Jun-Jie [1 ,2 ]
Feng, Chao [1 ,2 ]
Yu, Da-Gang [4 ]
机构
[1] Chengdu Univ, Engn Res Ctr Sichuan Tibet Tradit Med Plant, Chengdu 610106, Peoples R China
[2] Chengdu Univ, Sch Mech Engn, Chengdu 610106, Peoples R China
[3] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Peoples R China
[4] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
Carbon dioxide; Quinolinofurans; Carbonylation-rearrangement; Iron; Alkylidenecyclopropanes; TRANSITION-METAL-FREE; C-H BONDS; C(SP(3))-H BONDS; FUROQUINOLINE; LACTAMIZATION; LACTONIZATION; ALKALOIDS;
D O I
10.1016/j.cclet.2024.110056
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report an iron-promoted carbonylation-rearrangement of alpha-aminoaryl-tethered alkylidene cyclopropanes with CO2 to generate quinolinofuran derivatives. A variety of quinolinofuran derivatives are obtained in moderate to excellent yields, and two promising luminescent material molecules have been synthesized using the developed method. The Lewis acid FeCl3 was introduced into this reaction, which effectively promoted the ring opening and rearrangement of cyclopropanes. This reaction features a broad substrate scope, satisfactory functional group tolerance, facile scalability, and easy derivatization of the products. (c) 2025 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
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页数:5
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