Synthesis and Herbicidal Activities of Novel Ethyl 2-(4-(Pyridin-2-yl-oxy)phenyl-amino)propanoates/acetates

Abstract

Aryloxyphenoxypropionates (APPs) are a class of herbicides targeting on acetyl-coenzyme A carboxylase (ACCase) in monocot chloroplast. The article presents synthesis of twenty three novel ethyl 2-(4-(pyridin-2-yl-oxy)phenylamino)-propanoates/acetates, and their structures were characterized by 1 H NMR, HRMS and X-ray single-crystal diffraction. The herbicidal activities on barnyard grass and rape of the novel compounds were evaluated. Ethyl 2-(4-(5-nitropyridin-2-yloxy)-phenylamino)propanoate (B5) showed almost the same level of herbicidal activity on barnyard grass as commercial herbicide fluazifop-methyl which could become a potential lead compound on weeds.

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

“…Lin et al [ 29 , 30 ] integrated a benzofuran unit into the scaffold of aryloxy phenoxycarboxylic acid amide to yield Compound 9 . Compound 9 exhibited 100% control efficiency at the concentration of 2250 g/hm 2 at both pre- and post-emergence applications.…”