One-Pot Synthesis of Spirooxindole Derivatives Catalyzed by Lipase in the Presence of Water

One-Pot Synthesis of Spirooxindole Derivatives Catalyzed by Lipase in the Presence of Water
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水存在下脂肪酶催化一锅法合成螺吲哚衍生物

DOI:
10.1002/adsc.201000523
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发表时间:
2011-02-11
影响因子:
5.4
通讯作者:
Zhang, Peng-Fei
Zhang, Peng-Fei
中科院分区:
化学2区
文献类型:
--
作者:
Chai, She-Jie;Lai, Yi-Feng;Zhang, Peng-Fei

文献摘要

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结合猪胰腺脂肪酶(PPL)在水存在下的三种催化活性,即Knoevengel缩合反应、Michael加成反应和环化反应,提出了一种简便的一锅合成螺旋体吲哚衍生物的方法。PPL在反应中表现出优异的催化活性,对不同底物具有良好的适应性。所有反应均顺利进行,在温和的条件下制备出了收率高的螺菌吲哚衍生物。这种脂肪酶催化的多步转化方法为合成螺菌吲哚衍生物提供了一种新的策略,扩大了生物催化剂的应用范围。
A facile one-pot synthesis route to spirooxindole derivatives was developed by combining the three types of catalytic activities of lipase from porcine pancreas (PPL) in the presence of water, i.e., the Knoevengel condensation, Michael addition and cyclization. PPL showed excellent catalytic activity and have a good adaptability to different substrates in the reaction. All the reactions go smoothly and provide spirooxindole derivatives with high yield under the mild conditions. This lipase-catalyzed multistep conversion method has provided a new strategy to synthesize spirooxindole derivatives and expanded the application of biocatalysts.