APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .14. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONCISE REGIOSPECIFIC CONVERSION OF BENZOIC-ACIDS INTO THEIR ORTHO-PYRIDOYL DERIVATIVES

被引:10
作者
EPSZTAJN, J
JOZWIAK, A
KRYSIAK, JA
机构
[1] Department of Organic Chemistry, University of Łódź, Narutowicza 68
关键词
D O I
10.1016/S0040-4020(01)87002-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the 3-hydroxy-3-pyridyl-isoindolin-1-ones (5) and (6) via metallation (n-BuLi) of the benzanilides (1), and then the reaction of the generated bis lithiated anilides (2) N,N-dimethylamides or methyl esters of pyridinecarboxylic acids (benzoylation reagents), and subsequent acidic hydrolysis of (5) and (6) as a way (general synthetic strategy) of regiospecific transformation of benzoic acids into their ortho-benzoylated derivatives, is described.
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页码:2907 / 2916
页数:10
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