STUDY OF THE MECHANISM OF THE OXIDATIVE CYCLIZATION OF BENZALDEHYDE SEMICARBAZONES INDUCED BY CUPRIC PERCHLORATE IN ACETONITRILE

被引：18

作者：

NOTO, R

GRUTTADAURIA, M

LOMEO, P

FRENNA, V

WERBER, G

机构：

[1] Dipartimento di Chimica Organica, Università di Palermo, Palermo, 90123

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1995年 / 32卷 / 04期

关键词：

D O I：

10.1002/jhet.5570320430

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of benzaldebyde semicarbazones 1a-i with cupric perchlorate in acetonitrile at 40 degrees provided selectively the corresponding 1,2,4-triazolin-5-ones 2a-i. The relative rate constants for 2a-i formation were determined by the competitive method. The results obtained showed that electron-donating substituents (methyl and methoxy) increase the reaction rate, while the reverse was found for electron-withdrawing substituents (chloro and nitro group). The reactivity data are discussed on the grounds of two possible mechanisms.

引用

页码：1277 / 1282

页数：6

共 28 条

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