摘要
Several different alkoxycarbonyl-substituted 2-benzoxazolinone moieties have been incorporated into a tetrahy- droisoindoline-1,3-dione scaffold to provide 25 compounds (1a-lu and 2a-2d). The structures of these compounds were confirmed by 1H and 13C NMR, HRMS and X-ray single-crystal diffraction. Some of these compounds (1g, 1h, 1j, 1k) exhibited excellent herbicidal activities against Abutilon theophrasti, Amaranthus retroflexus and Eehinochloa crus-galli at a rate of 375 g AI·ha^-1. Among them, compounds lh and 1j displayed the best post-emergence herbicidal effect against Abutilon theophrasti with ED50 values of 1.8 and 5.3 g AI·ha^-1, respectively, which are superior to that of the commercial acifluorfen (44.3 g AI·ha^-1). Field trials demonstrated that compound lh exhibited similar herbicidal activity to a high concentration atrazine, and found to be safer for maize than atrazine. The results of this study therefore show that compound lh could potentially be used as a post-emergence herbicide for maize fields.
Several different alkoxycarbonyl-substituted 2-benzoxazolinone moieties have been incorporated into a tetrahy- droisoindoline-1,3-dione scaffold to provide 25 compounds (1a-lu and 2a-2d). The structures of these compounds were confirmed by 1H and 13C NMR, HRMS and X-ray single-crystal diffraction. Some of these compounds (1g, 1h, 1j, 1k) exhibited excellent herbicidal activities against Abutilon theophrasti, Amaranthus retroflexus and Eehinochloa crus-galli at a rate of 375 g AI·ha^-1. Among them, compounds lh and 1j displayed the best post-emergence herbicidal effect against Abutilon theophrasti with ED50 values of 1.8 and 5.3 g AI·ha^-1, respectively, which are superior to that of the commercial acifluorfen (44.3 g AI·ha^-1). Field trials demonstrated that compound lh exhibited similar herbicidal activity to a high concentration atrazine, and found to be safer for maize than atrazine. The results of this study therefore show that compound lh could potentially be used as a post-emergence herbicide for maize fields.
基金
This work was supported by the National Key Technologies R&D Program (No. 2011BAE06B03), and National Natural Science Foundation of China (No. 21172256).