应用化学 ›› 2019, Vol. 36 ›› Issue (1): 16-23.DOI: 10.11944/j.issn.1000-0518.2019.01.180048

• 研究论文 • 上一篇    下一篇

微波-超声复合场辅助水介质砜类化合物合成

谷旭晗,彭延庆,黄兮,王佳毅,宋恭华()   

  1. 华东理工大学药学院,上海市化学生物学重点实验室 上海 200237
  • 收稿日期:2018-02-19 接受日期:2018-06-15 出版日期:2019-01-01 发布日期:2019-01-04
  • 通讯作者: 宋恭华
  • 基金资助:
    国家重点研发计划(2017YFD0200504)资助

Combined Microwave and Ultrasound Irradiation Assisted Synthesis of Sulfones in Aqueous Media

GU Xuhan,PENG Yanqing,HUANG Xi,WANG Jiayi,SONG Gonghua()   

  1. Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China
  • Received:2018-02-19 Accepted:2018-06-15 Published:2019-01-01 Online:2019-01-04
  • Contact: SONG Gonghua
  • Supported by:
    Supported by the National Key Research and Development Plan of China(No.2017YFD0200504)

摘要:

发展了一种微波-超声复合场下绿色高效合成砜类化合物的简便方法。 以芳甲基氯和苯亚磺酸钠为原料,以水为反应介质,在微波-超声复合场辅助下合成了一系列芳甲基苯基砜。 通过考察微波功率、超声功率、原料投料比、溶剂体积和反应时间等因素的影响,得出了苄基氯与苯亚磺酸钠之间模型反应的最优反应条件:微波功率为40 W,超声功率为50 W,苄基氯与苯亚磺酸钠的摩尔配比为1:3,反应时间为5 min。 在此条件下合成的苄基苯基砜产率为83%。 相比常规油浴条件,在微波-超声复合场的强化下反应速率提升了约42倍。 该方法具有较好的底物适应性,成功合成了23种砜类化合物。

关键词: 砜, 微波, 超声

Abstract:

A green, efficient and simple method for the synthesis of sulfones under combined microwave and ultrasound irradiation was developed. The aromatic methyl phenyl sulfones were synthesized from arylmethyl chlorides and sodium benzenesulfonates in aqueous media under combined microwave and ultrasound irradiation. The effects of microwave power, ultrasonic power, materials molar ratio, substrate concentration and irradiation time were investigated. The optimal conditions for the synthesis of benzyl phenyl sulfone are:microwave power, 40 W; ultrasonic power, 50 W; molar ratio of benzyl chloride and sodium benzene sulfonate, 1:3; reaction time, 5 min. The obtained yield is 83% under these conditions. Compared with the reaction in oil bath, the reaction was accelerated about 42 times. Twenty three sulfones have been successfully synthesized with broad substrate generality.

Key words: sulfone, microwave, ultrasound