Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (3): 390-395.doi: 10.1007/s40242-016-5482-2

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Iron Chloride Hexahydrate-catalyzed Friedel-Crafts Akylation of Cyclic Ketene Dithioacetals with Alcohols

YU Haifeng1, LIAO Peiqiu2   

  1. 1. School of Chemistry and Life Science, Anshan Normal University, Anshan 114007, P. R. China;
    2. Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China
  • Received:2015-12-10 Revised:2016-01-08 Online:2016-06-01 Published:2016-03-28
  • Contact: YU Haifeng E-mail:yuhf68105@sina.com
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20902010), the Foundation of Liaoning Provincial Education Administration, China(No.L2015003) and the Science Foundation of Anshan City, China(Nos.2012KJ02, 2014KJ05).

Abstract:

A cost-effective and environmentally compliance FeCl3·6H2O catalyzed Friedel-Crafts alkylation of cyclic ketene dithioacetals with alcohols was developed. The reaction was efficient in the presence of catalyst loading as low as 5%(molar fraction) in CH2Cl2 solvent at room temperature or under reflux conditions. A wide range of alkylated ketene dithioacetals were synthesized in excellent yields.

Key words: Iron(III) chloride, Olefin, Ketene dithioacetal, Alcohol, Friedel-Crafts alkylation