Regioselective Synthesis of Indolopyrazines through a Sequential Rhodium-Catalyzed Formal [3+3] Cycloaddition and Aromatization Reaction of Diazoindolinimines with Azirines

被引：38

作者：

Baek, Yonghyeon ^{[1
]}

Maeng, Chanyoung ^{[1
]}

Kim, Hyunseok ^{[1
]}

Lee, Phil Ho ^{[1
]}

机构：

[1] Kangwon Natl Univ, Dept Chem, Chunchon 24341, South Korea

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

DIAZO OXIME ETHERS; RING EXPANSION; ONE-POT; DERIVATIVES; 3-DIAZOINDOLIN-2-IMINES; TRANSANNULATION; 2H-AZIRINES; INDOLES; 1,2,3-THIADIAZOLES; PYRIDOTRIAZOLES;

D O I：

10.1021/acs.joc.8b00115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regioselective synthetic method for the preparation of indolopyrazines was demonstrated through a sequential Rh-catalyzed formal [3+3] cycloaddition and aromatization reaction of a wide range of diazoindolinimines with azirines. Because the previously reported synthetic methods afforded mixtures of indolopyrazines, the present method using unsymmetrical azirines has a strong advantage from a regioselectivity viewpoint.

引用

页码：2349 / 2360

页数：12

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