THE CARBOXYLIC-ACID GROUP AS AN EFFECTIVE DIRECTOR OF ORTHO-LITHIATION

被引:79
作者
MORTIER, J
MOYROUD, J
BENNETAU, B
CAIN, PA
机构
[1] UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,URA 35,F-33405 TALENCE,FRANCE
[2] RHONE POULENC AG CO,RES TRIANGLE PK,NC 27709
关键词
D O I
10.1021/jo00094a007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of PhCO(2)H in tetrahydrofuran with 2.2 equiv of a 1:1 sec-butyllithium/N,N,N',N'-tetramethyl-1,2-ethylenediamine complex at -90 degrees C gave o-LiC6H4CO2Li, which was treated with electrophiles to give o-RC(6)H(4)CO(2)H (R = Me, SMe, Cl, Br) in good yields.
引用
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页码:4042 / 4044
页数:3
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