Stereoselective hetero-Diels-Alder reaction of 3-(polyfluoroacyl)chromones with enol ethers. Novel synthesis of 2-RF-containing nicotinic acid derivatives

被引：23

作者：

Sosnovskikh, Vyacheslav Ya. ^{[1
]}

Khalymbadzha, Igor A. ^{[1
]}

Irgashev, Roman A. ^{[1
]}

Slepukhin, Pavel A. ^{[2
]}

机构：

[1] Ural State Univ, Dept Chem, Ekaterinburg 620083, Russia

[2] Russian Acad Sci, Inst Organ Synth, Ural Branch, Ekaterinburg 620041, Russia

来源：

TETRAHEDRON | 2008年 / 64卷 / 44期

关键词：

3-(Polyfluoroacyl)chromones; Enol ethers; Hetero-Diels-Alder reaction; Fused pyrans; Pyridines;

D O I：

10.1016/j.tet.2008.08.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-(Polyfluoroacyl)chromones undergo heterodiene cycloaddition to 3,4-dihydro-2H-pyran, 2,3-dihydrofuran and ethyl vinyl ether under mild conditions, producing novel fused pyrans with high stereoselectivity and in good yields. Some of these pyrans were transformed into 2-R-F-containing pyridines on treatment with ammonium acetate in ethanol. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：10172 / 10180

页数：9

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