Iron Catalyzed [3+2] Cycloaddition of Tetrahydroisoquinoline: Synthesis of Dihydropyrrolo[2,1-a]isoquinolines

被引：13

作者：

Liu, Si-Wei ^{[1
,2
]}

Ma, Dan-Dan ^{[1
]}

Zhu, Xin-Xin ^{[1
]}

Luo, Cheng-Dan ^{[1
]}

Tan, Hui-Lin ^{[1
]}

Ju, Xiao-Li ^{[1
]}

Tan, Xue ^{[1
]}

Tang, Xiao-Hui ^{[1
]}

Huang, Jie ^{[1
]}

Wang, Jia ^{[1
]}

Wang, Xian-Xun ^{[2
]}

Cui, Hai-Lei ^{[1
]}

机构：

[1] Chongqing Univ Arts & Sci, Lab Asymmetr Synth, 319 Honghe Ave, Chongqing 402160, Peoples R China

[2] Tonichem Pharmaceut Technol Co Ltd, Huizhou 516008, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 9卷 / 10期

基金：

中国国家自然科学基金;

关键词：

Iron chloride; Dihydropyrrolo[2; 1-a]isoquinoline; Tetrahydroisoquinoline; Cycloaddition; Morita-Baylis-Hillman carbonate; BAYLIS-HILLMAN REACTION; EFFICIENT APPROACH; AZOMETHINE YLIDES; LAMELLARIN CORE; DERIVATIVES; CASCADE; CYCLIZATION; TANDEM; ANNULATION; REACTIVITY;

D O I：

10.1002/ajoc.202000211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed an iron(III) chloride hexahydrate catalyzed formal [3+2] cycloaddition of tetrahydroisoquinolines with amide group-bearing Morita-Baylis-Hillman (MBH) carbonates. A range of highly functionalized dihydropyrrolo[2,1-a]isoquinolines could be prepared through SN2'/oxidation/electrocyclization/aromatization cascade (32-62% yield).

引用

页码：1617 / 1622

页数：6

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