Synthesis of functionalised pyrazolones and imidazolines/imidazoles through divergent cyclisation reactions

被引：23

作者：

Abbiati, G

Arcadi, A

Attanasi, OA

De Crescentini, L

Rossi, E

机构：

[1] Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67100 Laquila, Italy

[2] Univ Milan, Fac Farm, Ist Chim Organ, I-20133 Milan, Italy

[3] Univ Urbino, Fac Sci, Ist Chim Organ, I-61029 Urbino, Italy

来源：

TETRAHEDRON | 2001年 / 57卷 / 10期

关键词：

alpha-aminohydrazones; pyrazolones; copper complexes; imidazolines/imidazoles;

D O I：

10.1016/S0040-4020(01)00022-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The base-promoted reactions of easily accessible alpha -aminohydrazones represent a simple and efficient method for the preparation of both I-substituted and 1-unsubstituted-4-aminocarbonyl-1H-pyrazol-5(2H)-ones, whereas the copper promoted reactions provide a divergent facile regiocontrolled synthesis of the imidazoline/imidazole ring system. The copper-promoted reaction of the alpha -benzylaminohydrazone produces a 2-oxo-1,4-diazadiene derivative. Finally, the imidazolines can be easily hydrolyzed to alpha -ketohydrazones. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2031 / 2038

页数：8

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