TAUTOMERISM IN KETOMETHYL QUINOLINES .3. 4-KETOMETHYLQUINOLINES

被引:10
作者
GREENHILL, JV [1 ]
LOGHMANIKHOUZANI, H [1 ]
MAITLAND, DJ [1 ]
机构
[1] UNIV BRADFORD,SCH PHARM,BRADFORD BD7 1DP,W YORKSHIRE,ENGLAND
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1991年 / 69卷 / 04期
关键词
KETOMETHYL QUINOLINES; PYRUVATES; TAUTOMERISM; ENOLS;
D O I
10.1139/v91-104
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 4-ketomethylquinolines has been prepared and their tautomerism investigated. The compounds were prepared from 4-methylquinoline deprotonated with lithium diisopropylamide or potassium ethoxide and treated with esters. Attempted deprotonation with tert-butyllithium or phenyllithium led to 2-substituted-4-methylquinolines. The simple alkyl or aryl 4-ketomethylquinolines exist essentially as the keto forms, but the quinoline-4-pyruvates are exclusively or substantially in the enol forms.
引用
收藏
页码:696 / 701
页数:6
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