Nickel-catalyzed formal [3+2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of pyrroles

被引：16
作者：
Zhao, Mi-Na [1 ]
Ning, Gui-Wan [1 ]
Yang, De-Suo [1 ]
Gao, Peng [1 ,2 ]
Fan, Ming-Jin [1 ]
Zhao, Li-Fang [1 ]
机构：
[1] Baoji Univ Arts & Sci, Coll Chem & Chem Engn, Shaanxi Key Lab Phytochem, Baoji 721013, Shaanxi, Peoples R China
[2] Northwest Univ, Dept Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Xian 710127, Peoples R China
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 38期
基金：
中国博士后科学基金;
关键词：
Cycloaddition reaction; Nickel-catalyzed; 2H-Azirines; Pyrroles; VINYL AZIDES; CYCLOADDITION; PYRIDINES; CLEAVAGE; ENAMIDES; YNAMIDES;
D O I：
10.1016/j.tetlet.2020.152319
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of tetrasubstituted pyrroles has been developed. This transformation involves cleavage of the C=N double bond and the construction of new C-C and C-N bonds. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and affords tetrasubstituted pyrroles in good to high yields under mild reaction conditions. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：5
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