A rhodium-catalysed three-component reaction to access C1-substituted tetrahydroisoquinolines

被引：8

作者：

Zhang, Dan ^{[1
]}

Liu, Junwen ^{[1
]}

Kang, Zhenghui ^{[1
]}

Qiu, Huang ^{[1
]}

Hu, Wenhao ^{[1
]}

机构：

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

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 46期

基金：

中国国家自然科学基金;

关键词：

C; N-CYCLIC AZOMETHINE IMINES; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; EFFICIENT; PRAZIQUANTEL; ANNULATION; ALDEHYDES; YLIDES; SALTS;

D O I：

10.1039/c9ob02303h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rhodium-catalyzed three-component reaction of diazo compounds, anilines and C,N-cyclic azomethine imines via trapping of transient ammonium ylides was developed. This reaction provided a simple and convenient approach for the synthesis of pharmaceutically intriguing tetrahydroisoquinoline derivatives in moderate to good yields (36-85%) with good diastereoselectivities (up to 95 : 5 dr) under mild reaction conditions.

引用

页码：9844 / 9848

页数：5

共 52 条

[51] Rhodium-catalyzed intermolecular [3+3] cycloaddition of vinyl aziridines with C,N-cyclic azomethine imines: stereospecific synthesis of chiral fused tricyclic 1,2,4-hexahydrotriazines [J].

Zhu, Chao-Ze ;

Feng, Jian-Jun ;

Zhang, Junliang .

CHEMICAL COMMUNICATIONS, 2017, 53 (34) :4688-4691

[52] Cardioprotective effects of novel tetrahydroisoquinoline analogs of nitrobenzylmercaptopurine riboside in an isolated perfused rat heart model of acute myocardial infarction [J].

Zhu, Z. ;

Hofmann, P. A. ;

Buolamwini, J. K. .

AMERICAN JOURNAL OF PHYSIOLOGY-HEART AND CIRCULATORY PHYSIOLOGY, 2007, 292 (06) :H2921-H2926

← 1 2 3 4 5 6 →