摘要/Abstract
开发了一种用于实现水相中的铜催化Ullmann型C-N偶联反应的绿色且高效的催化体系.以CuI为催化剂、N-(2-羟乙基)-β-D-吡喃葡萄糖胺为配体,芳基碘化物、芳基溴化物与N-亲核试剂都能在水中实现偶联反应,芳基碘化物的吸电子取代和供电子取代效应影响较小.偶联产物的收率良好(61%~96%).该催化体系也成功扩展到各种吲哚与4-碘苯甲醚的水相偶联反应中.绿色且可降解的配体、温和的反应条件、绿色的水溶剂和广泛的底物适用性,使得该水相偶联策略具有重要的意义.
关键词: 铜, Ullmann反应, 糖基配体, 水
A green and efficient catalytic system has been developed for the Cu-catalyzed Ullmann-type C-N coupling reactions in water. With CuI as catalyst, N-(2-hydroxyethyl)-β-D-glucopyranosylamine as ligand, aryl iodides and aryl bromides bearing various electron-withdrawing and electron-donating groups could be coupled with N-nucleophiles in water with good yields (61%~96%). The catalytic system was expanded successfully to the reaction of indoles with 4-iodoanisole in water.
Key words: copper, Ullmann reaction, glycosyl ligand, water
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