ADDITION OF 4-PHENYLTRIAZOLINEDIONE TO CARBONYL-COMPOUNDS - THE FORMATION OF ALPHA-URAZOLYLCARBONYL COMPOUNDS

被引：15

作者：

WILSON, RM

HENGGE, AC

ATAEI, A

CHANTARASIRI, N

机构：

[1] Department of Chemistry, University of Cincinnati, Cincinnati

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 01期

关键词：

D O I：

10.1021/jo00288a032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Phenyltriazolinedione (PTAD) adds to a variety of carbonyl compounds to form a-urazolylcarbonyl compounds. With highly enolized carbonyl systems, this type of substitution reaction can occur rapidly even in the absence of a catalyst. However, with simple carbonyl systems, the reaction is greatly accelerated by an acid catalyst such as trifluoroacetic acid. Unsymmetrical ketones afford isomeric α- and α'-urazolyl ketones, and the initially formed monourazoles can be further urazolated to the diurazoles through the application of more than 1 equiv of PTAD. © 1990, American Chemical Society. All rights reserved.

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页码：193 / 197

页数：5

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