HALOGENATED KETENES .9. KETENE CARBODIIMIDE CYCLOADDITIONS

被引：49

作者：

BRADY, WT

DORSEY, ED

PARRY, FH

机构：

[1] Department of Chemistry, North Texas State University, Denton, Texas

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 10期

关键词：

D O I：

10.1021/jo01262a011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cycloaddition of various types of ketenes with dicyclohexyl- and diisopropylcarbodiimides to produce imino-β-lactams has been investigated. A large difference in the ketene reactivities was found. The ketenes studied include fluoro-, chloro-, dibromo-, methylchloro-, phenylchloro-, diphenyl-, phenylethyl-, butylethyl-, and dimethylketenes as well as ketene itself. The mechanism of this reaction is discussed in terms of a dipolar intermediate. The preparation of phenylethyl- and phenylchloroketenes and cycloaddition of the latter with cyclopentadiene are also described. © 1969, American Chemical Society. All rights reserved.

引用

页码：2846 / &