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Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (02): 388-392 .DOI: 10.6023/cjoc1108151 Previous Articles     Next Articles

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4-(7-甲氧基-2,2-二甲基-2,3-二氢苯并呋喃-5-基)-2-苄亚氨基噻唑的合成与生物活性

沈芳a, 胡艾希a, 罗先福a, 叶姣a, 欧晓明b   

  1. a 湖南大学化学化工学院 长沙 410082;
    b 湖南化工研究院 长沙 410007
  • 收稿日期:2011-08-15 修回日期:2011-09-30 发布日期:2012-03-09
  • 通讯作者: 胡艾希 E-mail:axhu@hnu.edu.cn
  • 基金资助:

    国家科技支撑计划(No. 2011BAE06B01)资助项目.

Synthesis and Bioactivity of (E)-2-Benzylidenimino-4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)thiazole

Shen Fanga, Hu Aixia, Luo Xianfua, Ye Jiaoa, Ou Xiaomingb   

  1. a College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
    b Hunan Research Institute of Chemical Industry, Changsha 410007
  • Received:2011-08-15 Revised:2011-09-30 Published:2012-03-09
  • Supported by:

    Project supported by the National Technology R&D Program of China (No. 2011BAE06B01).

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Sixteen (E)-2-benzylidenimino-4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)thiazoles were synthesized from 2,3-dihydro-2,2-dimethyl-7-benzofuranol by etherification, Friedel-Crafts acylation, α-bromation, cyclization of thiazole and imidization. Their structures were clearly established by 1H NMR, MS spectra and elemental analysis. The preliminary bioassays indicated that compounds 2a and 2i exhibited insecticidal activity against T. urticae were 53.10% and 67.71% at 500 mg/L. Compounds 2a and 2k exhibited fungicidal activity against S. sclerotiorum were 57.9% and 59.8% at 25 mg/L. Compound 2l showed different degrees of herbicidal activity against A. theophrasti, A. spinosus L and C. album at 2250 g·ai/ha.

Key words: (E)-2-benzylidenimino-4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)thiazole, synthesis, insecticidal activity, fungicidal activity, herbicidal activity