Synthesis of Isoquinuclidines via Dearomative Diels-Alder Reaction of Cyclic Amidines with Indoles

被引：1

作者：

You, Xiaobin ^{[1
]}

Yao, Ying ^{[1
]}

Liu, Pengyutian ^{[2
]}

Chen, Lu ^{[2
]}

Xie, Yubao ^{[2
]}

Li, Guofeng ^{[2
]}

Hong, Liang ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Key Lab Chiral Mol & Drug Discovery, Guangzhou 510006, Peoples R China

[2] Shenzhen Univ, Sch Pharm, Med Sch, Shenzhen 518055, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期

关键词：

BISINDOLE ALKALOIDS; CYCLOADDITION; 1,2-DIHYDROPYRIDINES; CONSTRUCTION; IBOGAN;

D O I：

10.1021/acs.joc.3c02736

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development and utilization of new dienes and dienophiles for the controlled synthesis of isoquinuclidines is highly appealing. Herein, we describe a novel strategy for diastereoselective synthesis of indoline-fused isoquinuclidines via copper-catalyzed dearomative Diels-Alder reaction of cyclic amidines with indoles. This protocol avoids the use of unstable DHPs and activated alkenes, offering a more efficient and selective approach to synthesize isoquinuclidines.

引用

页码：3635 / 3643

页数：9

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