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

doi:10.11944/j.issn.1000-0518.2015.02.140191

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (2): 143-150.DOI: 10.11944/j.issn.1000-0518.2015.02.140191

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

TANG Zilong^{a, b, *}, XIA Zanwen^b, WANG Hongqing^c, WANG Lian^b, JIAO Yinchun^{a, b}, CHEN Jinwen^b

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)

Abstract

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

CLC Number:

O626

TANG Zilong, XIA Zanwen, WANG Hongqing, WANG Lian, JIAO Yinchun, CHEN Jinwen. Synthesis and Fungicidal Activities of 2,3-Diaryl-1,3-benzoxazines[J]. Chinese Journal of Applied Chemistry, 2015, 32(2): 143-150.

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

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