苯炔与硝酮[3+2]环加成制备二取代苯并异噁唑烷  

Synthesis of 2,3-Disubstituted Benzoisoxazolidines by [3+2] Cycloaddition Between Aryne and Nitrones

作　　者：仵清春[1] 李保山[1] 林文清[2] 石常青[2] 陈元伟[2] 陈彦逍[2] 

机构地区：[1]北京化工大学理学院,北京100029 [2]中国科学院成都有机化学研究所,四川成都610041

出　　处：《合成化学》2007年第3期292-295,共4页Chinese Journal of Synthetic Chemistry

摘　　要：采用[3+2]1,3-偶极环加成反应,苯炔前体邻-三甲硅基苯酚三氟甲磺酸酯在氟化铯的作用下与硝酮反应合成了9个2,3-二取代苯并[d]异噁唑烷,收率87%～97%。其结构经1H NMR,13C NMR和高分辨率MS确证。In the presence of cesium fluoride, nine 2, 3-disubstituted benzo [ d ] isoxazolidines in yields of 87% -97% were prepared by 1,3-dipolar [3 ＋ 2] cycloaddition reaction between aryne precursor o-trimethylsilylphenyl triflate and a series of nitrones. Their structures were characterized by ^1H NMR, ^13C NMR and high resolution MS.

关 键 词：邻-三甲硅基苯酚三氟甲磺酸酯 苯炔前体 硝酮 1 3-偶极环加成 苯并异噁唑烷 

分 类 号：O626.24[理学—有机化学]