By changing the O-alkyl substituents of the carbamate moiety of alkyl
[(2-oxocyclohexyl)-methyl]phenoxy}ethyl}carbamates and subsequent tran
sformation of the oxo group in the cyclohexyl substituent, the juvenoi
ds 1-20 were synthesized (Scheme). The methyl (1-4), propyl (9-12), is
opropyl (13-16), and prop-2-ynylcarbamates (17-20) were subjected to b
iological screening on several non-related insect species (Tenebrio mo
litor, Galleria mellonella, Dysdercus cingulatus, and Pyrrhocoris apte
rus). Some of the juvenoids showed high biological activity and excell
ent selectivity with respect to target insect species (Table 2).