Cyclic alkenenitriles: Chemoselective oxonitrile cyclizations

被引：21

作者：

Fleming, FF ^{[1
]}

Funk, LA ^{[1
]}

Altundas, R ^{[1
]}

Sharief, V ^{[1
]}

机构：

[1] Duquesne Univ, Dept Chem & Biochem, Pittsburgh, PA 15282 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 26期

关键词：

D O I：

10.1021/jo026396+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Potassium tert-butoxide triggers the chemoselective cyclization between nitrile anions and remote, enolizable carbonyl groups, despite the acidity difference favoring enolate formation and addition to the nitrile group. Domino deprotonation, cyclization, and dehydration efficiently transform a diverse array of omega-oxonitriles into carbocyclic and heterocyclic five- and six-membered alkenenitriles in a single synthetic operation.

引用

页码：9414 / 9416

页数：3

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