AROMATIC SUBSTITUTION .24. EMMERT REACTION - EFFECTS OF SUBSTITUENTS ON ORIENTATION

被引：21

作者：

ABRAMOVI.RA

VINUTHA, AR

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 C-ORGANIC | 1969年 / 16期

关键词：

D O I：

10.1039/j39690002104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of pyridine and 3-picoline with oyclohexanone and 2-methylcyclohexanone, and of pyridine with 4-t-butylcyclohexanone, in the presence of magnesium amalgam have been studied quantitatively. In the latter case the conformations of the products have been established. The cis-trans-isomer ratio was 54.2:45.8. With 3-picoline, attack took place predominantly at C-6. The results are thought to fit a 1,3-dipolar cycloaddition or a co-ordination of R2C-·OM+ at nitrogen followed by nucleophilic cyclisation mechanism.

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页码：2104 / &

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