LITHIUM INTERMEDIATES DURING THE ALPHA-LITHIATION AND SUBSEQUENT ALPHA-SUBSTITUTION OF HETEROCYCLIC AMINES IN THE PRESENCE OF CO2

被引:36
作者
BALL, SC
CRAGGHINE, I
DAVIDSON, MG
DAVIES, RP
EDWARDS, AJ
LOPEZSOLERA, I
RAITHBY, PR
SNAITH, R
机构
[1] University Chemical Laboratory, Cambridge, CB21EW, Lensfield Road
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 08期
关键词
ELECTROPHILIC SUBSTITUTION; HETEROCYCLES; LITHIATION; LITHIUM COMPOUNDS;
D O I
10.1002/anie.199509211
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two interdependent steps appear to be involved in the CO2‐mediated electrophilic substitution of cyclic amines in the α position. The key finding is that the lithium carbamate 1 is not lithiated with tBuLi to any extent, but reacts only after addition of electrophiles like Me3SiCl to give the desired α‐substitution product 2. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:921 / 923
页数:3
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