Solvent-Free, Microwave-Assisted N-Arylation of Indolines by using Low Palladium Catalyst Loadings
Solvent-Free, Microwave-Assisted N-Arylation of Indolines by using Low Palladium Catalyst Loadings
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DOI：
10.1002/cssc.201100098
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发表时间：
2011-01-01
期刊：
影响因子：
8.4
通讯作者：
Beccalli, Egle M.
中科院分区：
文献类型：
--
作者：
Basolo, Luca;Bernasconi, Alice;Beccalli, Egle M.
二氢吲哚基化合物在自然界中含量丰富，二氢吲哚骨架是一系列生物活性生物碱、药物活性化合物和功能分子（例如太阳能电池敏化剂）中经常遇到的支架。广泛的用途值得人们对此类化合物的结构修饰产生进一步的兴趣。通过无溶剂、钯催化程序制备一系列取代的 N-芳基二氢吲哚。该过程仅需要少量催化剂，使用微波辐射，并从市售基材开始。该方法对芳基溴、芳基氯化物和芳基碘化物以及2-取代的二氢吲哚均具有良好的产率和较短的反应时间。无溶剂方法与微波加热的结合将进一步增加寻找更环保的合成方法的重要性。
Indoline-based compounds are abundant in nature, and the indoline skeleton is an often-encountered scaffold in a range of biologically active alkaloids, pharmaceutically active compounds, and functional molecules (e.g., sensitizers for solar cells). The wide range of uses warrants further interest in the structural modification of this class of compounds. A series of substituted N-aryl indolines is prepared by a solvent-free, palladium-catalyzed procedure. The procedure requires only low loadings of catalyst, uses microwave irradiation, and starts from commercially available substrates. The method proceeds in good yields and in short reaction times with aryl bromides, chlorides, and iodides, also on 2-substituted indolines. The combination of solvent-free methods with microwave heating will further increase in importance in the search for more environmentally acceptable synthesis methods.