Discovered at Zeneca in the 1990’s, amide and carbamate-substituted N-aryl thiazolidinones, pyrrolidinones and oxazolidinones were a new class of cellulose biosynthesis inhibiting herbicides, where oxazolidinone as the central core provided optimum activity. Obtained by bioisosteric replacement, structurally related N-linked pyrazolyl N-lactams, were later explored at DuPont in the early 2000’s as corn herbicides. Extensive field studies demonstrated the activity against amaranthus and grass weeds with selectivity to corn. Nevertheless, further work at that time was discontinued due in part to the dominant position of glyphosate in the marketplace. However, renewed interest from more recent weed resistance concerns, prompted exploration of a new chemotype obtained by scaffold hopping, where the azole substitutent is linked to the central ring via a carbon-carbon bond. Here, the synthesis and preemergence herbicidal activity of pyrazole-substituted N-lactams will be reported, with an emphasis on the herbicidal activity of analogs with an oxazolidinone as the central ring and their potential use as preemergent herbicides for control of amaranthus and grass weeds in corn and soybeans.

Novel azolyl N-aryloxazolidinone herbicides for Amaranthus and grass control in corn and soybeans

Fall 2022 abstracts, posters, and presentations will launch in mid-September.

ACS Fall 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.