Synthesis and Pesticidal Evaluation of Novel Quin-8-Oxytetramethyldiphenyldioxaphosphonine Analogue

Abstract

Although a great deal of success has been achieved in the synthesis of dibenzodioxaphosphepin  derivatives during the last few decades with the introduction of hundreds of its six-, and seven-membered ring systems, the search for more practical agronomic pesticides that is readily available and of good activity, remains attractive and important to an agronomic chemist. During the course of the development of synthetic routes to a promising pesticide, a facile preparation for a  nine-membered heterocyclic dibenzodioxaphosphonine compound was discovered. Previously reported compounds consist of six- and seven-membered ring  systems. The pure product was fully characterized by spectroscopic [IR, NMR (¹H, ¹³C, ³¹P) and Mass] analyses. The pure compound possesses a LC50 value of  19.3 μg cm^–3 in a brine shrimp lethality assay (BST). The  preliminary field study on the cowpea weevil bioassay shows 51% success. Details of the synthetic  route as well as bioassay results are reported herein.

KEYWORDS: Dibenzodioxaphosphonine, candidate, BST, LC₅₀.