DEACTIVATING EFFECT OF A META-METHOXY GROUP IN METHOXYDECHLORINATION OF PYRIDINE AND PYRIMIDINE DERIVATIVES

被引：16

作者：

FORCHIASSIN, M

ILLUMINA.G

SLEITER, G

机构：

[1] Department of Chemistry, The University of Rome, Centro CN.R. dei Meccanismi di Reazione, Roma

[2] Department of Chemistry, The University of Trieste, Trieste

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1969年 / 6卷 / 06期

关键词：

D O I：

10.1002/jhet.5570060618

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactivity data and the activation parameters for the methoxydechlorination of some 2‐chloro‐4‐R‐pyridines and 4‐chloro‐6‐R‐pyrimidines have been determined. A methoxy group meta with respect to the reaction site is found to be deactivating as already observed in the quinoline series. This gives further support to the hypothesis that in N‐heteroaromatic systems a conjugative interaction of an electron‐releasing substituent with the aza group (s) is a factor in modifying the nucleophilic reactivity as predicted by Hammett's σm values. Copyright © 1969 Journal of Heterocyclic Chemistry

引用

页码：879 / +

页数：1

共 47 条

[1]

BACIOCCHI E, 1957, GAZZ CHIM ITAL, V87, P981

[2] META-SUBSTITUENT EFFECTS ON KINETICS OF METHOXYDECHLORINATION OF SOME 2- AND 4-CHLOROQUINOLINES [J].