有机化学 ›› 2003, Vol. 23 ›› Issue (10): 1085-1090. 上一篇    下一篇

研究论文

绿色路易斯酸三卤化铟在有机合成中的应用

傅南雁;庞美丽;袁耀锋;王积涛   

  1. 南开大学化学系
  • 发布日期:2003-10-25

Application of Green Lewis acid Catalyst-Indium Trihalide in Organic Synthesis

Fu Nanyan;Pang Meili;Yuan Yaofeng;Wang Jitao   

  1. Department of Chemistry, Nankai University, State Key Laboratory of Elemento-Organic Chemistry
  • Published:2003-10-25

三卤化铟作为温和的路易斯酸可在水、醇等绿色溶剂中实现高化学选择性、高 区域选择性和高立体选择性的化学转化。综述了三卤化铟在羟醛反应和类羟醛-曼 尼希反应、Fiedel-Crafts反应、环氧化合物的重排反应、α-氨基膦酸的合成、喹 啉环系的构建、酯交换反应、Diels-Alder反应和杂Diels-Alder反应,手性呋喃二 醇的合成、水相中的叠氮解反应和二硫缩醛的制备中的应用,同时还总结了本课题 组将三卤化铟应用于Biginelli反应和还原脱氧反应的反应结果。三卤化铟在有机 合成中潜在的优势将推动“绿色化学”的发展。

关键词: 电子接受体, 催化剂, 铟化合物, 选择性

Indium trihalide is a mild green catalyst for organic synthesis in a highly chemo-, regio-, and stero-selectively fashion in green solvent such as aqueous and alcoholic media. In this paper, some applications of indium trihalide in organic synthesis are reviewed including aldol reaction, Friedel-Crafts reaction, the rearrangement of epoxides, the synthesis of α-aminophosphonates, the synthesis of quinolines, the transesterification, the hetero Diels-Alder reaction, the synthesis of chiral furan diols, the azidolysis in aqueous media and the dithioacetalization. At the same time, our works on the application of indium trihalide in Biginelli reaction and reductive deoxygenation reaction area are also dicussed. The potential superiority of indium trihalide in organic synthesis will promote the development of "Green Chemistry".

Key words: ELECTRON ACCEPTOR, CATALYST, INDIUM COMPOUNDS, SELECTIVITY

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