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
收藏
页码：10172 / 10180
页数：9
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