Synthesis and Fungicidal Activities of 2-Substituted-4-methyl-5-aryl-2H-1,2,3-triazole Derivatives

被引:0
作者
Bo, Rui [1 ]
Lei, Sufang [1 ]
Li, Sunyong [1 ]
Li, Datuan [1 ]
Li, Yuanxiang [1 ,2 ]
机构
[1] Huaihua Univ, Coll Chem & Mat Engn, Huaihua 418008, Peoples R China
[2] Huaihua Univ, Inst Organ Synth, Huaihua 418008, Peoples R China
关键词
1,2,3-Triazole; Synthesis; Structure characterization; Fungicidal activity; ANTIBACTERIAL ACTIVITY; CYCLOADDITION; INHIBITORS; DESIGN;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 2-substituted-4-methyl-5-aryl-2H-1,2,3-triazoles was synthesized using aromatic aldehyde, nitroethane, and sodium azide as the starting materials in the yield of 56-96%. The structures of title compounds were characterized by nuclear magnetic resonance, mass spectrometry, and elemental analyses. All of the target compounds were evaluated in vitro for their fungicidal activity against Gibberella zeae, Phytophthora capsici, Alternaria alternate, Botrytis cinerea, Rhizoctonia solani, and Sclerotinia sclerotiorum at a concentration of 25 mg/L. The bio-assay results revealed that most of the compounds had preliminary fungicidal activity against G. zeae, P. capsici, and A. alternate. Among them, the inhibitory rate of compound 3b to Phytophthora capsici was up to 82.0%.
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页码:87 / 92
页数:6
相关论文
共 27 条
[1]   Synthesis and structure-activity relationships of 1-phenyl-1H-1,2,3-triazoles as selective insect GABA receptor antagonists [J].
Alam, MS ;
Kajiki, R ;
Hanatani, H ;
Kong, XY ;
Ozoe, F ;
Matsui, Y ;
Matsumura, F ;
Ozoe, Y .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (04) :1361-1372
[2]   SYNTHESIS OF 1-ALKYL-1,2,4-TRIAZOLES - A NEW ONE-POT REGIOSPECIFIC PROCEDURE [J].
ASTLEFORD, BA ;
GOE, GL ;
KEAY, JG ;
SCRIVEN, EFV .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (03) :731-732
[3]   Copper-Catalyzed [3+2] Cycloaddition/Oxidation Reactions between Nitro-olefins and Organic Azides: Highly Regioselective Synthesis of NO2-Substituted 1,2,3-Triazoles [J].
Chen, Yunfeng ;
Nie, Gang ;
Zhang, Qi ;
Ma, Shan ;
Li, Huan ;
Hu, Qinquan .
ORGANIC LETTERS, 2015, 17 (05) :1118-1121
[4]   Triazole Ureas Act as Diacylglycerol Lipase Inhibitors and Prevent Fasting-Induced Refeeding [J].
Deng, Hui ;
Kooijman, Sander ;
van den Nieuwendijk, Adrianus M. C. H. ;
Ogasawara, Daisuke ;
van der Wel, Tom ;
van Dalen, Floris ;
Baggelaar, Marc P. ;
Janssen, Freek J. ;
van den Berg, Richard J. B. H. N. ;
den Dulk, Hans ;
Cravatt, Benjamin F. ;
Overkleeft, Herman S. ;
Rensen, Patrick C. N. ;
van der Steltt, Mario .
JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (01) :428-440
[5]   Copper-Catalyzed Cross-Dehydrogenative N2-Coupling of NH-1,2,3-Triazoles with N,N -Dialkylamides: N-Amidoalkylation of NH-1,2,3-Triazoles [J].
Deng, Xiaocong ;
Lei, Xue ;
Nie, Gang ;
Jia, Lihui ;
Li, Yuanxiang ;
Chen, Yunfeng .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (12) :6163-6171
[6]   Antifungal agents.: 11.: N-substituted derivatives of 1-[(aryl)(4-aryl-1H-pyrrol-3-yl)methyl]-1H-imidazole:: Synthesis, anti-Candida activity, and QSAR studies [J].
Di Santo, R ;
Tafi, A ;
Costi, R ;
Botta, M ;
Artico, M ;
Corelli, F ;
Forte, M ;
Caporuscio, F ;
Angiolella, L ;
Palamara, AT .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (16) :5140-5153
[7]   Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis [J].
Dickschat, Arne T. ;
Behrends, Frederik ;
Buehner, Martin ;
Ren, Jinjun ;
Weiss, Mark ;
Eckert, Hellmut ;
Studer, Armido .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (52) :16689-16697
[8]   Synthesis, Crystal Structure, and Biological Activity of 4-Methyl-1,2,3-thiadiazole-Containing 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazoles [J].
Fan, Zhuin ;
Yang, Zhikun ;
Zhang, Haike ;
Na Mi ;
Huan Wang ;
Fei Cai ;
Xiang Zuo ;
Zheng, Qingxiang ;
Song, Haibin .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2010, 58 (05) :2630-2636
[9]   Triazole cycloaddition as a general route for functionalization of Au nanoparticles [J].
Fleming, DA ;
Thode, CJ ;
Williams, ME .
CHEMISTRY OF MATERIALS, 2006, 18 (09) :2327-2334
[10]  
GESTEL JV, 1980, PESTIC SCI, V11, P95