First synthesis of 3-acetyl-2-aminothiophenes using the Gewald reaction

被引:29
作者
Eller, Gernot A. [1 ]
Holzer, Wolfgang [1 ]
机构
[1] Univ Vienna, Fac Life Sci, Dept Drug Synth, A-1010 Vienna, Austria
关键词
Gewald reaction; thiophene synthesis; cyclization; condensation;
D O I
10.3390/11050371
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Novel 3-acetyl-2-aminothiophenes were prepared from cyanoacetone and 1,4-dithianyl-2,5-diols using a modified Gewald reaction. The syntheses of the corresponding acetamides, as well as that of 3-acetyl-2-amino-5-nitrothiophene - an interesting building-block for thiophene azo dyes - are reported. Detailed spectroscopic investigations (H-1-NMR, C-13-NMR, MS, IR) of the obtained compounds are presented.
引用
收藏
页码:371 / 376
页数:6
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