An efficient ecofriendly protocol for the synthesis of novel fluoro isoxazoline and isoxazolidines using N-benzyl fluoro nitrone via cycloaddition reactions

被引：24

作者：

Chakraborty, Bhaskar ^{[1
]}

Luitel, Govinda Prasad ^{[1
]}

机构：

[1] Sikkim Govt Coll, Organ Chem Lab, Gangtok 737102, Sikkim, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 08期

关键词：

N-Benzyl fluoro nitrone; Cycloaddition reaction; Novel isoxazoline and isoxazolidines; Ionic liquid; 1,3 Amino alcohol; Aldehyde/ketone synthesis; ALPHA-CHLORO NITRONE; IONIC LIQUIDS;

D O I：

10.1016/j.tetlet.2012.11.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Butyl-3-methylimidazolium based ionic liquids are found to accelerate significantly the intermolecular 1,3-dipolar cycloaddition of N-benzyl fluoro nitrones derived in situ from aldehydes and benzylhydroxylamine, with electron deficient alkynes to afford enhanced rates and improved yields of isoxazolines while with enals exclusively endo isoxazolidines are obtained with high selectivity. Synthetic potentiality of the novel isoxazolines and nitrones has also been tested successfully. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：765 / 770

页数：6

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