Iron-Catalyzed Radical Cycloaddition of 2H-Azirines and Enamides for the Synthesis of Pyrroles

被引：100

作者：

Zhao, Mi-Na ^{[1
,2
]}

Ren, Zhi-Hui ^{[1
]}

Yang, De-Suo ^{[2
]}

Guan, Zheng-Hui ^{[1
]}

机构：

[1] Northwest Univ, Dept Chem & Mat Sci, Key Lab Synthet & Nat Mol Chem, Minist Educ, Xian 710127, Peoples R China

[2] Baoji Univ Arts & Sci, Coll Chem & Chem Engn, Shaanxi Key Lab Phytochem, Baoji 721013, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 05期

基金：

中国博士后科学基金; 中国国家自然科学基金;

关键词：

FORMAL 3+2 CYCLOADDITION; C-H BONDS; SUBSTITUTED PYRIDINES; SYMMETRICAL PYRIDINES; ELECTRON TRANSFER; RING; ESTERS; REDOX; CYCLIZATION; CLEAVAGE;

D O I：

10.1021/acs.orglett.7b04007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient Fe-catalyzed radical cycloaddition of 2H-azirines and enamides for the synthesis of substituted pyrroles has been developed. The radical cycloaddition reaction proceeded through a conceptually new Fe(II)-catalyzed homolytic cleavage of C-N bond of 2H-azirines sequential radical cyclization with enamides. The reaction used readily available starting materials, tolerated various functional groups, and afforded valuable triaryl-substituted pyrroles in good to high yields under mild reaction conditions.

引用

页码：1287 / 1290

页数：4

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