Synthesis and juvenile hormone activities of some new ether derivatives of hydroquinone

Abstract

A new class of compounds, derived from hydroquinones, has been synthesised and bioassayed for juvenile hormone activity on yellow mealworm (Tenebrio molitor), confused flour beetle (Tribolium confusum), and mediterranean flour moth (Anagasta kuehniella). Structure‐biological activity relationships of the most significant products are tabulated and discussed. Two of the new compounds, 1, 4‐bis(5‐chloropent‐4‐ynyloxy) benzene (I) and 1‐(5‐chloropent‐4‐ynyloxy)‐4‐phenoxybenzene (II), showed outstanding activity in morphogenetic assay with T. molitor, and good field persistence. Product II is of particular interest for the control of various Homopteran species, mosquitoes, stored product pests and fire ants.

Isocanthine Synthesis via Rh(III)-Catalyzed Intramolecular C–H Functionalization

“…1 H -Indole-3-carbaldehyde (1.22 g, 7.61 mmol), sodium iodide (1.71 g, 1.5 equiv), cesium carbonate (3.72 g, 1.5 equiv), 6-chloro-1-methoxyhex-2-yne (1.34 g, 1.2 equiv) and acetonitrile (12.2 mL) were employed. Upon silica gel column chromatography purification using ethyl acetate in hexanes (0–50%), compound 3h was isolated as a yellow oil (1.83 g, 63%).…”

Insecticidal Properties of Some Metabolites of JamaicanPiperspp., and the Amides Synthesized from 5,6-ZandE-Butenolides ofPiper fadyenii

“…Adult T. confusum were selected as test insects because they represent a species qf available hard-bodied insects used by other workers in insecticidalassays. 19) In contrast, the cattle tick (B. microplus) is a member of the soft-bodied species, and is a common parasite on cattle in Jamaica. Its use as a test organism in this context is important, since B. microplus has developed varying resistance to several applied pesticides.…”