介孔分子筛MCM-41固载席夫碱与Cu(ClO4)2·6H2O催化合成螺[吲哚-噻唑啉酮]衍生物
收稿日期: 2018-01-26
修回日期: 2018-04-18
网络出版日期: 2018-05-03
基金资助
国家自然科学基金（Nos.21362036，51564045）资助项目.
Mesoporous MCM-41 Supported Schiff Base-Cu(ClO4)2·6H2O Catalyzed Synthesis of Spiro[indole-thiazolidine] Derivatives
Received date: 2018-01-26
Revised date: 2018-04-18
Online published: 2018-05-03
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21362036, 51564045).
利用介孔分子筛纳米反应器MCM-41@席夫碱-Cu（ClO4）2·6H2O作为非均相催化剂，简单高效地催化靛红-3-亚胺和巯基乙酸进行迈克尔加成-缩合反应，合成了一系列的螺[吲哚-噻唑啉酮]衍生物，收率最高可达99%.另外，发现具有相同官能团的非均相催化剂比均相催化剂表现出更好的催化效果，并进一步探索了介孔分子筛纳米反应器MCM-41孔道结构对该反应的影响.此类催化剂可回收再利用，催化循环6次后仍能得到93%的产率.
关键词： MCM-41; 非均相催化剂; 螺[吲哚-噻唑啉酮]; 纳米反应器
侯亚东 , 庞海霞 , 杨超 , 惠永海 . 介孔分子筛MCM-41固载席夫碱与Cu(ClO4)2·6H2O催化合成螺[吲哚-噻唑啉酮]衍生物[J]. 有机化学, 2018 , 38(8) : 2036 -2044 . DOI: 10.6023/cjoc201801039
Herein, Michael addition-condensation of isatin-3-imines with mercaptoacetic acid to afford a new simple and efficient synthesis of spiro[indole-thiazolidine] derivatives in high yield (up to 99%) by using of MCM-41@Schiff base-Cu(ClO4)2·6H2O as heterogeneous catalyst is reported. In addition, it is found that heterogeneous catalyst exhibits better activity than homogeneous catalyst in the same functional groups. The effect of the pore structure on mesoporous molecular sieve nanoreactor MCM-41 for this reaction is further explored. Consistent activity of recovered catalyst was found to be almost same up to six cycles in 93% yield.
Key words： MCM-41; heterogeneous catalyst; spiro[indole-thiazolidine]; nano-reactors
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