3‐Hydrazido and 3‐Hydrazono Derivatives of Tenuazonic Acid and their Herbicide Evaluation |
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| Authors: | Yu‐Xiu Liu Zhi‐Peng Cui Yong‐Hong Li Yu‐Cheng Gu Qing‐Min Wang |
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| Institution: | 1. State Key Laboratory of Elemento‐Organic Chemistry, Research Institute of Elemento‐Organic Chemistry, Nankai University, Tianjin, People's Republic of China;2. Syngenta, Jealott's Hill International Research Centre, Bracknell, Berks, UK |
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| Abstract: | With the aim of optimizing the structure of tenuazonic acid and improving the herbicidal activity, hydrazine moieties were introduced to the 3‐position of pyrrolidine‐2,4‐dione scaffold of tenuazonic acid. 3‐Hydrazido‐pyrrolidine‐2,4‐dione compounds ( 4a , 4b , 4c , 4d , 4e ) were prepared from corresponding carboxylates and hydrazines via a microwave‐assisted amidation, whereas 3‐hydrazono compounds ( 7a , 7b , 7c , 7d , 7e ) were prepared from corresponding 3‐acetyl pyrrolidine‐2,4‐dione. Both of the two structures also exhibited herbicidal activities, especially against the dicotyledonous species amaranth pigweed (Amaranthus retroflexus), but with different structure‐activity relationship. |
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