Chinese Journal of Catalysis ›› 2015, Vol. 36 ›› Issue (2): 237-243.DOI: 10.1016/S1872-2067(14)60219-9

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I2/ionic liquid as a highly efficient catalyst for per-O-acetylation of sugar under microwave irradiation

Xingquan Xiong, Chao Yi, Qian Han, Lin Shi, Sizhong Li   

  1. College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, Fujian, China
  • Received:2014-06-19 Revised:2014-08-29 Online:2015-01-21 Published:2015-01-21
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (21004024), the Natural Science Foundation of Fujian Province (2011J01046), the Program for New Century Excellent Talents in University of Fujian Province (2012FJ-NCET-ZR03), the Promotion Program for Young and Middle-Aged Teachers in Science and Technology Research of Huaqiao University (ZQN-YX103), and the Special Foundation for Young Scientists of Fujian Province (2011J05131).

Abstract:

A practical and highly efficient approach was developed to synthesize peracetylated sugar derivatives using a recyclable iodine/PEG400-based ionic liquid catalyst (I2/IL). The peracetylated sugars were readily obtained in a few minutes in excellent yields (90%-99%, 13 examples) on a multi-gram scale (50.0 mmol) by the reaction of sugar and acetic anhydride under microwave irradiation in the absence of a volatile organic solvent. The desired product was easily obtained by simple extraction with toluene from the reaction mixture, and I2/ILs can be readily recovered and reused at least six times without obvious loss in the yield. When the scale of the per-O-acetylation reaction was increased to 50.0 mmol, the desired product was still obtained in 90% yield after five recycles.

Key words: Peracetylated sugar, Iodine, Ionic liquid, Microwave irradiation