Synthesis and reactivity of Mannich bases. Part 15: Synthesis of 3-(2-(1-pyrazolyl)ethyl)-1,2-benzisoxazoles

被引:31
作者
Roman, G
Comanita, E
Comanita, B
机构
[1] Transilvania Univ, Dept Chem, RO-2200 Brasov, Romania
[2] G Asachi Tech Univ, Dept Organ Chem, RO-6600 Iasi, Romania
[3] Natl Res Council Canada, Inst Chem Proc & Environm Technol, Ottawa, ON K1A 0R6, Canada
关键词
beta-aminoketones; pyrazoles; amine exchange reaction; oximes; benzisoxazoles;
D O I
10.1016/S0040-4020(02)00027-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four new Mannich bases derived from ortho-hydroxyacetophenones and containing pyrazoles as amine moieties have been subjected to oximation in alkaline medium. The selective acetylation to the oximino hydroxyl of the resulting oximes led to the corresponding oxime-acetates. These have been transformed via a ring closure reaction in refluxing benzene and in the presence of anhydrous K2CO3 into 3-(2-(1-pyrazolyl)ethyl)-1,2-benzisoxazoles, valuable as potential pharmacologically relevant compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1617 / 1622
页数:6
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