Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1465-1471.DOI: 10.6023/cjoc201212027 Previous Articles     Next Articles



武云云a, 田克情c, 杨田a, 杜星琼b, 张萍a   

  1. a 河北师范大学化学与材料科学学院 石家庄 050024;
    b 河北师范大学生命科学学院 石家庄 050024;
    c 河北化工医药职业技术学院化学与环境工程系 石家庄 050026
  • 收稿日期:2012-12-23 修回日期:2013-02-08 发布日期:2013-03-14
  • 通讯作者: 张萍
  • 基金资助:

    国家自然科学基金(No. 20972040)资助项目.

Synthesis Antimicrobial Activities and Side Reactions of 4-Methyl-3-acetyl-2-heterocyclic-2H,3H-benzo[f]-1,5-thiazepines

Wu Yunyuna, Tian Keqingc, Yang Tiana, Du Xingqiongb, Zhang Pinga   

  1. a College of Chemistry, Hebei Normal University, Shijiazhuang 050024;
    b College of Life Science, Hebei Normal University, Shijiazhuang 050024;
    c Environment and Chemical Engineering, Hebei Chemical and Pharmaceutical College, Shijiazhuang 050026
  • Received:2012-12-23 Revised:2013-02-08 Published:2013-03-14
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20972040).

Starting from substituted heterocyclic aldehyde and acetylacetone, a series of new 4-methyl-3-acetyl-2-heterocyc-lic-2H,3H-benzo[f]-1,5-thiazepines 3a3l were synthesized through 3-step reactions. The structures of the new products were confirmed by 1H NMR, IR, MS and elemental analysis, and the imine-enamine tautomerism of the target compouds was investigated by means of 1H NMR spectroscopy. Their antifungal activities were evaluated, and the results provides the inspiration for structure-activity reationship of the benzothiazepines. Meanwhile, the structure of the main by-products of 3h was identified, and the possible mechanism of the by-products was proposed.

Key words: 1,5-benzothiazepine, heterocyclic, side reaction, antifungal activity