Jm. Garandeau et al., SYNTHESIS OF (3-AMINOPROPYL)ARYLSILANES, INCLUDING ONE OR 2 HETEROCYCLIC PATTERNS, POTENTIAL FUNGICIDES, Helvetica Chimica Acta, 80(3), 1997, pp. 706-718
Flusilazole is an effective silylated fungicide used on a large scale
for plant protection. We synthesized several flusilazole analogs and a
lso 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 reage
nts. In another way, the 1H-1,2,4-triazole moiety was exchanged in sev
eral cases by other N-heterocycles such as 1H-imidazole, piperidine, a
nd 2.6-dimethylmorpholine, already present in other fungicidal compoun
ds. Finally, several compounds having two N-heterocycles of the same o
r different nature were prepared.