A simple approach to pyrazol-3-ones via diazenes

被引:15
作者
Burja, Bojan [1 ]
Kocevar, Marijan [1 ]
Polanc, Slovenko [1 ]
机构
[1] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia
关键词
Diazenes; Intramolecular amination; Pyrazol-3-ones; Mild hydrolysis; ELECTROPHILIC AMINATION; BIOLOGICAL EVALUATION; DERIVATIVES; REACTIVITY;
D O I
10.1016/j.tet.2009.08.047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient entry into pyrazol-3-ones is described starting from propenoic acids that were first transformed into the corresponding hydrazides. Oxidation of the hydrazides gave the diazenes and the latter cyclized to pyrazol-3-ones on treatment with ZrCl4. The methoxycarbonyl protection of the N-1 of the pyrazolone derivatives was easily removed under mild reaction conditions. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8690 / 8696
页数:7
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