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Synthèse de (3‐aminopropyl)arylsilanes, comportant un ou deux motifs hétérocycliques, fongicides potentials
Author(s) -
Garandeau Par JeanMarc,
Chollet JeanFrançOis,
Miginiac Léone
Publication year - 1997
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19970800308
Subject(s) - chemistry , moiety , triazole , stereochemistry , tebuconazole , fungicide , imidazole , combinatorial chemistry , medicinal chemistry , organic chemistry , botany , biology
Synthesis of (3‐Aminopropyl)arylsilanes, Including One or Two Heterocyclic Patterns, Potential Fungicides Flusilazole is an effective silylated fungicide used on a large scale for plant protection. We synthesized several flusilazole analogs and also copied the tebuconazole design, an other very efficient fungicide, which has four atoms between the aromatic group and the heterocyclic moiety. In contrast to flusilazole, we obtained dissymetric structures around the Si‐atom by using successively two different Grignard reagents. In another way, the 1 H ‐1,2,4‐triazole moiety was exchanged in several cases by other N‐heterocycles such as 1 H ‐imidazole, piperidine, and 2,6‐dimethylmorpholine, already present in other fungicidal compounds. Finally, several compounds having two N‐heterocycles of the same or different nature were prepared.