Synthesis of (3-Aminopropyl)arylsilanes, Including One or Two Heterocyclic Patterns, Potential Fungicides

Article abstract of DOI:10.1002/hlca.19970800308

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 1H-1,2,4-triazole moiety was exchanged in several cases by other N-heterocycles such as 1H-imidazole, piperidine, and 2,6-dimethylmorpholme, already present in other fungicidal compounds. Finally, several compounds having two N-heterocycles of the same or different nature were prepared.