AROMATIC SUBSTITUTION .23. REACTION OF SOME 3-SUBSTITUTED PYRIDINES WITH ALKYL-LITHIUM COMPOUNDS

被引：26

作者：

ABRAMOVI.RA

POULTON, GA

机构：

[1] Department of Chemistry, University of Saskatchewan, Saskatoon, Sask.

[2] Department of Chemistry, University of Alabama, University, AL 35486, P.O. Box H

来源：

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 08期

关键词：

D O I：

10.1039/j29690000901

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of methyl-, isopropyl-, and benzyl-lithium with pyridine and 3-picoline has been investigated quantitatively. Isomer ratios and total and partial rate factors have been determined. The selectivity is in the order benzyl-lithium ≫ phenyl-lithium > methyl-lithium > isopropyl-lithium. No activation of C-2 in 3-picoline was observed with the alkyl-lithium derivatives. The benzyl group substitutes at C-4 exclusively. Explanations for the observed data are given based on the reactivity and size of the attacking anions.

引用

页码：901 / &

共 17 条

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