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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