One-Pot Synthesis of Pyrrolo[3,4-a]indolizine-1,3-diones through [3+2] Cycloaddition-Oxidation Reaction Catalyzed by CuII Salt and O2 as the Oxidant

被引:18
作者
Liu, Yun [1 ,2 ]
Hu, Hua-You [3 ]
Su, Xian-Bin [4 ]
Sun, Jin-Wei [1 ,2 ]
Cao, Chang-Sheng [1 ,2 ]
Shi, Yan-Hui [1 ,2 ]
机构
[1] Jiangsu Normal Univ, Dept Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China
[2] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
[3] Huaiyin Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Chem Low Dimens Mat, Huaian 223300, Jiangsu, Peoples R China
[4] Nanjing Univ Technol, Dept Chem & Chem Engn, Nanjing 211816, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Synthetic methods; Homogeneous catalysis; Copper; Cycloaddition; Oxidation; Nitrogen heterocycles; HETEROAROMATIC N-YLIDES; INDOLIZINE DERIVATIVES; IN-VIVO; INHIBITORS; CASTANOSPERMINE; ANALOGS; MICE;
D O I
10.1002/ejoc.201201488
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-pot synthesis of pyrrolo[3,4-a]indolizine-1,3-diones has been developed from maleimides, pyridines, and acyl bromides through a [3+2] cyclization-oxidation reaction catalyzed by Cu-II salt under O-2 atmosphere. The advantage of this method is the use of molecular oxygen as the oxidant, in the presence of a catalytic amount of hydrated copper(II) chloride, to accomplish the reaction with broad substrate scope and excellent yields.
引用
收藏
页码:2020 / 2026
页数:7
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