Synthesis and deprotonation of 2-(pyridyl)phenols and 2-(pyridyl)anilines

被引：12
|
作者：
Rebstock, AS [1 ]
Mongin, F [1 ]
Trécourt, F [1 ]
Quéguiner, G [1 ]
机构：
[1] IRCOF, Lab Chim Organ Fine & Heterocycl, UMR 6014, F-76131 Mont St Aignan, France
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2003年 / 1卷 / 17期
关键词：
D O I：
10.1039/b305043b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-(2- and 3-Pyridyl) anilines (1,2),2,2-dimethyl-N-[2-(2- and 3-pyridyl)phenyl]propanamides (3, 4), and 2-, 3- and 4-(2-methoxyphenyl)pyridines (7-9) are readily synthesized using cross-coupling reactions. Whereas the amines 1, 2 undergo side reactions, the corresponding amides 3, 4 are deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP): the compound 3 at C6' under in situ quenching, and the compound 4 at C4'. When the ether 7 is subjected to the same reagent, lithiation occurs at C6'.
引用
收藏
页码：3064 / 3068
页数：5
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