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Synthesis ofortho‐substituted aminopyridines. Metalation of pivaloylamino derivatives

 

作者: L. Estel,   F. Linard,   F. Marsais,   A. Godard,   G. Quéguiner,  

 

期刊: Journal of Heterocyclic Chemistry  (WILEY Available online 1989)
卷期: Volume 26, issue 1  

页码: 105-112

 

ISSN:0022-152X

 

年代: 1989

 

DOI:10.1002/jhet.5570260119

 

出版商: Wiley‐Blackwell

 

数据来源: WILEY

 

摘要:

AbstractThe three isomeric pivaloylaminopyridines were lithiated in more than 80% yields. Aminopyridine derivatives were treated by 2.5‐3 equivalents of the complex BuLi‐TMEDA at −10° in diethyl ether. Reaction of the lithiated species with various electrophiles afforded a number ofortho‐substituted pivaloylaminopyridines in good yields. Secondary pyridine alcohols were oxidized to the corresponding aminopyridyl ketones. Pyridopyrimidines, benzonaphthyridines as well as an analogue of the natural antitumor alkaloid ellipticine has been synthesized showing the versatility of th

 

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