首页   按分类浏览 期刊浏览 卷期浏览 Furan Derivatives 90. A New Nucleophilic Substitution in Furan Series
Furan Derivatives 90. A New Nucleophilic Substitution in Furan Series

 

作者: R. Kada,   V. Knoppová,   J. Kováč,  

 

期刊: Synthetic Communications  (Taylor Available online 1977)
卷期: Volume 7, issue 2  

页码: 157-160

 

ISSN:0039-7911

 

年代: 1977

 

DOI:10.1080/00397917708050728

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

The Knoevenagel condensation of 5-arylthio-, 5-heteroarlthio- and 5-arylsulphonyl-2-furaldehydes, respectively, with malonitrile in ethanol in the presence of basic catalysts (sodium ethoxide) gives rise to corresponding α, β-unsaturated compounds1. Now, we have found a different course of the condensation, when saturated heterocyclic secondary amines (piperidine, morpholine, pyrolidine and N-methylpiperazine) as catalysts were used. In the first step of this reaction the normal condensation product i.e. 2-cyano-3-(5-arylthio-2-furyl)-, 2-cyano-3-(5-heteroarylthio-2-furyl)- and 2-cyano-3-(5-arylsulphonyl-2-furyl) acrylonitrile is formed which further reacts according to the SNmechanism with the present secondary amine to the appropriate 5-aminoderivative. In order to increase the yields of reaction products, the condensation was carried out with equimolar amounts of aldehyde, malonitrile and secondary amine in absolute ethanol at room temperature (Reaction 1).

 

点击下载:  PDF (124KB)



返 回