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
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.
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页码:2846 / &
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