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：

中国国家自然科学基金; 中国博士后科学基金;

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

页码：2401 / 2404

页数：4

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