Chinese Journal of Catalysis ›› 2015, Vol. 36 ›› Issue (8): 1249-1255.DOI: 10.1016/S1872-2067(15)60888-9

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Efficient synthesis of 1,8-dioxo-octahydroxanthenes catalyzed by β-cyclodextrin grafted with butyl sulfonic acid in aqueous media

Kai Gonga, Hualan Wangb, Shuxin Wanga, Ying Wanga, Jinghua Chena   

  1. a School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, Jiangsu, China;
    b Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, Zhejiang, China
  • Received:2015-04-07 Revised:2015-05-09 Online:2015-07-29 Published:2015-07-30
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (51303069) and the Fundamental Research Funds for the Central Universities (JUSRP11236).

Abstract:

β-Cyclodextrin was functionalized with butyl sulfonic acid to give an efficient, eco-friendly catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes via the one-pot condensation of aromatic aldehydes and active methylene carbonyl compounds in aqueous media. This new methodology offers several advantages such as excellent yields, short reaction time, a simple procedure and mild reaction conditions. Furthermore, the catalyst can be readily recovered and reused up to five times without a significant loss in its activity.

Key words: One-pot synthesis, Acidic catalyst, β-Cyclodextrin bearing butyl sulfonic acid, 1,8-Dioxo-octahydroxanthenes, Aqueous media