Various approaches to the use of 3-acetyl-2-amino-4-hydroxy-1,3-pentadienecarbonitrile in heterocyclic synthesis

被引:2
|
作者
Dorokhov, VA
Azarevich, OG
Bogdanov, VS
Vasilev, LS
机构
[1] N. D. Zelinsky Inst. of Organ. Chem., Russian Academy of Sciences, 117913 Moscow
关键词
3-acetyl-2-amino-4-hydroxy-1,3-pentadienecarbonitrile; N; N-dimethylformamide dimethylacetal; diphenylboron chelates; pyrydine and quinoline derivatives; intramolecular cyclization;
D O I
10.1007/BF02495360
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two approaches to the use of 3-acetyl-2-amino-4-hydroxy-1,3-pentadienecarbonitrile (1) in heterocyclic synthesis are considered. A method for preparing 3-acetyl-4-amino-5-cyano-2-methylpyridine directly from 1 and N,N-dimethylformamide dimethylacetal (DMF DMA) was proposed, together with a synthetic route to 2-(2-amino-3-cyano-6-hydroxyphenyl)-8-cyano-5-hydroxy-4-methylquinoline based an the transformation of hydroxyvinyl ketone 1 into its diphenylboron chelate and condensation of the latter with DMF DMA.
引用
收藏
页码:122 / 125
页数:4
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