Preparative synthesis of ethyl 5-acyl-4-pyrone-2-carboxylates and 6-aryl-, 6-alkyl-, and 5-acylcomanic acids on their basis

被引：13
|
作者：
Obydennov, D. L. [1 ]
Goncharov, A. O. [1 ]
Sosnovskikh, V. Ya. [1 ]
机构：
[1] Ural Fed Univ, Inst Nat Sci, 51 Prosp Lenina, Ekaterinburg 620000, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2016年 / 65卷 / 09期
基金：
俄罗斯基础研究基金会;
关键词：
Claisen condensation; dimethylformamide dimethyl acetal; 1,3-diketones; enaminodiones; ethyl; 5-acylcomanoates; comanic acids; DERIVATIVES; REARRANGEMENT; SPECTRA; KETONES;
D O I：
10.1007/s11172-016-1574-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and efficient method for the synthesis of ethyl 5-alkanoyl- and 5-aroyl-4-pyrone-2-carboxylates was developed, which is based on the condensation of 1-R-2-(dimethyl-aminomethylidene)butane-1,3-diones, obtained from 1,3-diketones and dimethylformamide dimethyl acetal, with diethyl oxalate in the presence of NaH in THF. Ethyl 5-acyl-4-pyrone-2-carboxylates were used in the synthesis of 6-R- and 5-RCO-comanic acids.
引用
收藏
页码：2233 / 2242
页数：10
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