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

页码：44009 / 44012

页数：4

共 41 条

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[40] SIMPLE, ONE-POT, AND THREE-COMPONENT COUPLING REACTIONS OF AZAARENES (PHENANTHRIDINE, ISOQUINOLINE, AND QUINOLINE), WITH ACETYLENIC ESTERS INVOLVING METHYL PROPIOLATE OR ETHYL PROPIOLATE IN THE PRESENCE OF NH-HETEROCYCLIC OR 1,3-DICARBONYL COMPOUNDS
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