Synthesis of hydroxypyrazoles and 1-methyl-3-isoxazolones via haloform reactions

被引：44

作者：

Flores, AFC ^{[1
]}

Zanatta, N ^{[1
]}

Rosa, A ^{[1
]}

Brondani, S ^{[1
]}

Martins, MAP ^{[1
]}

机构：

[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 28期

关键词：

pyrazoles; isoxazoles; trichloromethyl ketones;

D O I：

10.1016/S0040-4039(02)00874-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a new series of hydroxypyrazoles (2a-f) and 2-methyl-3-isoxazolones (3a-d) from the cyclocondensation reaction of trichloromethyl-substituted 1,3-dielectrophiles (1a-f) with dry hydrazine and N-methylhydroxylamine is reported. The regiospecific cyclocondensation took place with the elimination of the group in a haloform type reaction when acetonitrile under basic medium was used. The structure of compounds 2 and 3 were determined mainly by H-1 and C-13 NMR spectroscopy. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：5005 / 5008

页数：4

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