Acid-promoted oxidative methylenation of 1,3-dicarbonyl compounds with DMSO: application to the three-component synthesis of Hantzsch-type pyridines

被引:42
|
作者
Xue, Lulu [2 ,3 ]
Cheng, Guolin [1 ]
Zhu, Ruifeng [2 ,3 ]
Cui, Xiuling [2 ,3 ]
机构
[1] Huaqiao Univ, Coll Mat Sci Engn, Xiamen 361021, Peoples R China
[2] Huaqiao Univ, Key Lab Xiamen Marine & Gene Drugs, Key Lab Mol Med Fujian Prov, Engn Res Ctr Mol Med,Inst Mol Med,Minist Educ, Xiamen 361021, Peoples R China
[3] Huaqiao Univ, Sch Biomed Sci, Xiamen 361021, Peoples R China
来源
RSC ADVANCES | 2017年 / 7卷 / 69期
关键词
POT REGIOSPECIFIC SYNTHESIS; METAL-FREE CONDITIONS; C TRIPLE BOND; ENANTIOSELECTIVE SYNTHESIS; CASCADE REACTION; FACILE SYNTHESIS; ALKYNYL IMINES; ACCESS; CLEAVAGE; KETONES;
D O I
10.1039/c7ra07442e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly convergent one-pot synthesis of Hantzsch-type pyridines has been developed based on a three-component annulation of 1,3-dicarbonyl compounds, DMSO, and ammonium salt. A transition-metal-free oxidative methylenation reaction/Hantzsch pyridine synthesis cascade reaction was involved in this process. This intermolecular annulation reaction proceeds under mild reaction conditions, wherein DMSO serves as solvent, carbon source, and oxidant. A series of polysubstituted pyridines and methylene-bridged bis-1,3-dicarbonyl compounds were prepared in high yields.
引用
收藏
页码:44009 / 44012
页数:4
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