Synthesis of 2,3,5,6-Tetrasubstituted Pyridines via Copper-Catalyzed Domino Oxidative Annulation of 1,3-Dicarbonyl Compounds with Methanol and Ammonium Acetate

被引：4

作者：

Yan, Yizhe ^{[1
,2
]}

Li, Zheng ^{[1
]}

Cui, Chang ^{[1
]}

Liu, Yanqi ^{[1
]}

机构：

[1] Zhengzhou Univ Light Ind, Sch Food & Biol Engn, Zhengzhou 450000, Henan, Peoples R China

[2] Collaborat Innovat Ctr Food Prod & Safety, Zhengzhou 450000, Henan, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 38卷 / 12期

基金：

中国国家自然科学基金;

关键词：

copper; oxidative annulation; pyridine; methanol; ONE-POT SYNTHESIS; HANTZSCH 1,4-DIHYDROPYRIDINES; SELECTIVE SYNTHESIS; ALCOHOLS; EFFICIENT; 1,3,5-TRIAZINES; AROMATIZATION; AMINATION; ETHERS; MILD;

D O I：

10.6023/cjoc201807003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed oxidative formal cycloaddition of 1,3-dicarbonyl compounds, methanol and ammonium acetate was first demonstrated, affording symmetrical 2,3,5,6-tetrasubstituted pyridines in moderate to excellent yields. Methanol was employed as the carbon synthon as well as the reaction solvent. The preliminary mechanistic studies revealed that the reaction underwent a radical pathway and the C(sp(3))-H bond cleavage of methanol was the rate-determining step. This method is operationally simple and environmentally friendly.

引用

页码：3381 / 3385

页数：5

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