Synthesis of 1,4-epoxy-2-aryltetrahydro-1-benzazepines via rhodium(<sc>iii</sc>)-catalyzed C-H allylation/intramolecular 1,3-dipolar cycloaddition

被引：2
|
作者：
Wang, Xuan [1 ,2 ]
Li, Jianlong [1 ,3 ]
Du, Haifang [1 ,4 ]
Liang, Weihong [1 ,3 ]
Luo, Cheng [2 ]
Wu, Yunshan [1 ,3 ]
Liu, Bo [1 ,3 ,5 ]
机构：
[1] Guangzhou Univ Chinese Med, Guangdong Prov Hosp Chinese Med, Affiliated Hosp 2, Guangzhou 510006, Peoples R China
[2] Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Chinese Acad Sci, Zhongshan 528400, Peoples R China
[3] Guangzhou Key Lab Chiral Res Act Components Tradit, Guangzhou 510006, Peoples R China
[4] Guangdong Prov Key Lab Clin Res Tradit Chinese Med, Guangzhou 510006, Peoples R China
[5] State Key Lab Dampness Syndrome Chinese Med, Guangzhou 510006, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 17期
基金：
中国博士后科学基金; 中国国家自然科学基金;
关键词：
DIAZO-COMPOUNDS ACCESS; STEREOSELECTIVE-SYNTHESIS; ANTIPARASITIC ACTIVITY; TRYPANOSOMA-CRUZI; ACTIVATION; ARYLNITRONES; CYCLIZATION; NITRONES; ARENES; ALLYL;
D O I：
10.1039/d3cc05082c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein, we report a new synthetic route to 1,4-epoxy-2-aryltetrahydro-1-benzazepine derivatives with high efficiency, namely the Rh(iii)-catalyzed C-H allylation of nitrones with allyl precursors, followed by subsequent intramolecular 1,3-dipolar cycloaddition, to deliver the title compounds. This reaction is regio- and stereo-selective, generating the cis-isomer with a broad substrate scope and good functional group tolerance.
引用
收藏
页码：2401 / 2404
页数：4
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