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
收藏
页码：2349 / 2360
页数：12
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