应用化学 ›› 2015, Vol. 32 ›› Issue (2): 143-150.DOI: 10.11944/j.issn.1000-0518.2015.02.140191

• 研究论文 • 上一篇    下一篇

2,3-二芳基-1,3-苯并噁嗪的合成及杀菌活性

唐子龙a, b*, *, 夏赞稳b, 王宏清c, 王恋b, 焦银春a, b, 陈金文b   

  1. a湖南科技大学 理论有机化学与功能分子教育部重点实验室 湖南 湘潭 411201
    b湖南科技大学 化学化工学院 湖南 湘潭 411201; c南华大学化学化工学院 湖南 衡阳 421001
  • 收稿日期:2014-05-28 修回日期:2014-07-21 出版日期:2015-02-10 发布日期:2015-02-10
  • 通讯作者: 唐子龙,教授; Tel:0731-58291379; Fax:0731-58290509; E-mail:zltang67@aliyun.com; 研究方向:有机合成,农药化学,药物化学
  • 基金资助:
    国家自然科学基金(No.21372070)国家科技支撑计划项目子课题(2011BAE06B01)湖南省高校创新平台开放基金(13K089)理论有机化学与功能分子教育部重点实验室开放基金(LKF1302)资助项目

Synthesis and Fungicidal Activities of 2,3-Diaryl-1,3-benzoxazines

TANG Zilonga, b, *, XIA Zanwenb, WANG Hongqingc, WANG Lianb, JIAO Yinchuna, b, CHEN Jinwenb   

  1. aKey Laboratory of Theoretical Organic Chemistry and Function Molecules,Ministry of Education,Xiangtan,Hu'nan 411201,China 
    bSchool of Chemistry and Chemical Engineering,Hunan University of Science and Technology,Xiangtan,Hu'nan 411201,China; cSchool of Chemistry and Chemical Engineering,University of South China,Hengyang,Hu'nan 421001,China
  • Received:2014-05-28 Revised:2014-07-21 Published:2015-02-10 Online:2015-02-10
  • Contact: Corresponding author:TANG Zilong, professor; Tel:0731-58291379; Fax:0731-58290509; E-mail:zltang67@aliyun.com; Research interests:organic synthesis, pesticidal chemistry, pharmaceutical chemistry
  • Supported by:

    ; Supported by the National Natural Science Foundation of China(No.201372070), the Subproject of National Key Technology R & D Program(No.2011BAE06B01), the Scientific Research Fund of Hunan Provincial Education Department(No.13K089), the Open Project of Key Laboratory of Theoretical Organic Chemistry and Fuction Molecules of Ministry of Education(No.LKF1302)

摘要:

在三甲基氯硅烷(TMSCl)的催化作用下,取代苯甲醛与邻(芳胺甲基)苯酚经N杂缩醛化反应生成了一系列2,3-二芳基-1,3-苯并噁嗪类化合物。 目标化合物的结构用IR、1H NMR、13C NMR和元素分析等技术手段进行了表征。 对所合成的化合物进行了初步杀菌活性测试,部分表现出良好的杀菌活性,化合物6e对菌核病菌的抑制活性为79.0%,化合物6a和6d均为74.8%,化合物6e对灰霉病菌的抑制活性为77.9%。

 

关键词: 二芳基-苯并噁嗪, 合成, 杀菌活性

Abstract:

A series of 2,3-disubstituted-1,3-benzoxazines was synthesized by trimethyl chlorosilane-catalyzed aza-acetalization of 2-arylaminomethyl phenols with aromatic aldehydes. The structures of the prepared compounds were characterized by FT-IR, 1H NMR, 13C NMR and elemental analysis. Fungicidal activities of these compounds were also evaluated. Most of them exhibit good activities. Compound 6e shows 79% and 77.9% activity against S.Scleratotiorum and B.Cinérea, respectively. Compounds 6a and 6d exhibit 74.8% activity against S.Scleratotiorum.

Key words: diaryl-benzoxazine, fungicidal activity

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