Synthesis and fungicidal activity of N-2(3-methoxy-4-propargyloxy)phenethyl amides.: Part II:: Anti-oomycetic mandelamides

被引：32
作者：
Lamberth, C
Cederbaum, F
Jeanguenat, A
Kempf, HJ
Zeller, M
Zeun, R
机构：
[1] Syngenta AG, Crop Protect Res, CH-4058 Basel, Switzerland
[2] Syngenta AG, Crop Protect Res, CH-4332 Stein, Switzerland
来源：
PEST MANAGEMENT SCIENCE | 2006年 / 62卷 / 05期
关键词：
mandelamide; fungicide; Phytophthora infestans; Plasmopara viticola; mandipropamid; Passerini reaction;
D O I：
10.1002/ps.1188
中图分类号：
S3 [农学（农艺学）];
学科分类号：
0901 ;
摘要：
Novel types of anti-oomycetic compounds have been designed and prepared. The synthetic approach to these mandelamides is outlined. Biological data demonstrate their high efficacy against important plant diseases such as tomato and potato late blight (Phytophthora infestans De Bary) and grape downy mildew (Plasmopara viticola Berliner & de Toni). Structure-activity relationship studies are discussed. The new development product mandipropamid is presented. (c) 2006 Society of Chemical Industry.
引用
收藏
页码：446 / 451
页数：6
相关论文
共 18 条
[1]  
Banfi L., 2005, ORG REACTIONS, V65, P1, DOI [10.1002/0471264180.or065.01, DOI 10.1002/0471264180.0R065.01]
[2]   Synthesis of substituted mandelic acid derivatives via enantioselective hydrogenation:: Homogeneous versus heterogeneous catalysis [J].
Cederbaum, F ;
Lamberth, C ;
Malan, C ;
Naud, F ;
Spindler, F ;
Studer, M ;
Blaser, HU .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (07) :842-848
[3]   Synthesis and fungicidal activity of N-2-(3_methoxy-4-propargyloxy)-phenethyl amides, part 1. N-sulfonyl amino acid amides, a novel class of compounds with fungicidal activity [J].
Cederbaum, F ;
De Mesmaeker, A ;
Jeanguenat, A ;
Kempf, HJ ;
Lamberth, C ;
Schnyder, A ;
Zeller, M ;
Zeun, R .
CHIMIA, 2003, 57 (11) :680-684
[4]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[5]  
2-U
[6]  
Domling A., 2000, ANGEW CHEM, V112, P3300
[7]  
Frey R, 2003, SYNLETT, P1536
[8]   A mandelamide pesticide alters lipid metabolism in Phytophthora infestans [J].
Griffiths, RG ;
Dancer, J ;
O'Neill, E ;
Harwood, JL .
NEW PHYTOLOGIST, 2003, 158 (02) :345-353
[9]   PREPARATION OF ALPHA-ALKOXY AMIDES AND ALPHA-HYDRAZINO AMIDES BY BASE-PROMOTED REACTIONS OF N-SULFONYLOXY AMIDES [J].
HOFFMAN, RV ;
NAYYAR, NK .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) :7043-7046
[10]  
Hunt D. A., 1992, EP, Patent No. 493683
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