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

被引:94
|
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
基金
中国国家自然科学基金; 中国博士后科学基金;
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
收藏
页码:1287 / 1290
页数:4
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