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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 02: 388 - 392

DOI: https://doi.org/10.6023/cjoc1108151

Notes

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

  • SHEN Fang ,
  • HU Ai-Xi ,
  • LUO Xian-Fu ,
  • YE Jiao ,
  • OU Xiao-Ming
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  • a College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
    b Hunan Research Institute of Chemical Industry, Changsha 410007

Received date: 2011-08-15

  Revised date: 2011-09-30

  Online published: 2012-03-09

Supported by

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

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Abstract

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

Cite this article

SHEN Fang , HU Ai-Xi , LUO Xian-Fu , YE Jiao , OU Xiao-Ming . Synthesis and Bioactivity of (E)-2-Benzylidenimino-4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)thiazole[J]. Chinese Journal of Organic Chemistry, 2012 , 32(02) : 388 -392 . DOI: 10.6023/cjoc1108151

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