Sulfated polyborate catalyzed expeditious and efficient three-component synthesis of 3-methyl-4-(hetero)arylmethylene isoxazole-5 (4H)-ones

被引:65
|
作者
Patil, Manisha S. [1 ]
Mudaliar, Chirag [1 ]
Chaturbhuj, Ganesh U. [1 ]
机构
[1] Inst Chem Technol, Dept Pharmaceut Sci & Technol, Mumbai 400019, Maharashtra, India
关键词
Sulfated polyborate; Isoxazole; Aldehyde; Ethyl acetoacetate; Hydroxylamine hydrochloride; ONE-POT SYNTHESIS; AQUEOUS-MEDIA; 3-METHYL-4-ARYLMETHYLENE-ISOXAZOL-5(4H)-ONES; INHIBITORS; MILD; ACID;
D O I
10.1016/j.tetlet.2017.07.019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rapid and highly efficient methodology for the synthesis of 3-methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones has been developed using sulfated polyborate as a catalyst. The multicomponent reaction of an aromatic/heterocyclic aldehyde, hydroxylamine hydrochloride, and ethyl acetoacetate under a solvent free condition at 80 degrees C is described. This protocol has promising features for the reaction response such as shorter reaction time, easy work-up, ease of separation of pure product with high yields and simplicity in the experimental procedure. The products have been obtained in high yields (80-90%) and convenient reaction time (15-30 min). The method is operationally simple and eco-friendly. (C) 2017 Elsevier Ltd. All rights reserved.
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页码:3256 / 3261
页数:6
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