Koser's Reagent Mediated Oxidation of Aldoximes: Synthesis of Isoxazolines by 1,3-Dipolar Cycloadditions

被引:2
作者
Budhwan, Rajnish [1 ]
Rawat, Megha [1 ]
Peddinti, Rama Krishna [1 ]
机构
[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttaranchal, India
来源
SYNTHESIS-STUTTGART | 2023年 / 55卷 / 12期
关键词
arylaldoximes; C-C and C-O bond formation; fused isoxazolines; heterocycles; hypervalent iodine; nitrile oxides; oxidation; ONE-POT SYNTHESIS; NITRILE OXIDES; FACILE SYNTHESIS; AQUEOUS-MEDIA; IODINE; GENERATION; OXIMES; DERIVATIVES; ALKENES; ANTICANCER;
D O I
10.1055/s-0042-1752403
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-and base-free, robust, and convenient approach for the synthesis of isoxazoline derivatives is reported. This protocol involves 1,3-dipolar cycloaddition between in situ generated nitrile oxides from the corresponding aldoximes using [hydroxy(tosyloxy)iodo]benzene (HTIB, Koser's reagent) and maleimides, styrene and acrylonitrile. The described methodology is very attractive as it is operationally simple, has broad scope, and does not require any base, metal, or other additives.
引用
收藏
页码:1904 / 1914
页数:11
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