Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (03): 374-378. Previous Articles     Next Articles

Notes

过渡金属催化下N-取代苯基-苯并噻(噁)唑酮-3-甲酰胺的合成及其生物活性

翁建全*,1刘幸海1张国富1谭成侠1丁成荣1欧晓明2   

  1. (1浙江工业大学化学工程与材料学院 杭州 310032)
    (2国家南方农药创制中心湖南基地 长沙 410007)
  • 收稿日期:2010-04-02 修回日期:2010-09-10 发布日期:2010-10-20
  • 通讯作者: 翁建全 E-mail:jqweng@zjut.edu.cn
  • 基金资助:

    国家自然科学基金;浙江省自然科学基金

Transition-Metal-Catalyzed Synthesis and Biological Activities of N-Arylaminocarbonyl-2-benzothiazolinone/benzoxazolone

Weng Jianquan*,1 Liu Xinghai1 Zhang Guofu1 Tan Chengxia1 Ding Chen-grong1 Ou Xiaoming2   

  1. (1 College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310032)
    (2 Hunan Branch of National Southern Pesticide Research Centre, Changsha 410007)
  • Received:2010-04-02 Revised:2010-09-10 Published:2010-10-20
  • Contact: Jian-Quan Weng E-mail:jqweng@zjut.edu.cn

In order to find new benzothiazole/benzoxazole lead compounds, 15 N-arylaminocarbonyl-2- benzothiazolinone/benzoxazolone derivatives were synthesized from a coupling reaction of 2-benzothiazolinone/benzoxazolone and aryl isocyanates catalyzed by transition-metal. Their structures were confirmed by 1H NMR, IR, MS techniques and elemental analysis. The preliminary bioassay showed that some of them exhibited certain fungicidal and insecticidal activities. The influence of some transition-metal catalyst on the coupling reaction was studied. The results showed that the corresponding prducts were obtained in high yields in the presence of palladium catalyst under mild reaction conditions.

Key words: transition-metal-catalyzed, 2-benzothiazolinone/benzoxazolone, substituted phenyl isocy-anate, synthesis, biological activity