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Continuous deacylation of amides in a high-temperature and high-pressure microreactor
Frontiers of Chemical Science and Engineering 2022, Volume 16, Issue 12, Pages 1818-1825 doi: 10.1007/s11705-022-2182-y
Keywords： amide deacylation microreactor flow chemistry reaction intensification
Xuewen Hua, Nannan Liu, Sha Zhou, Leilei Zhang, Hao Yin, Guiqing Wang, Zhijin Fan, Yi Ma
Engineering 2020, Volume 6, Issue 5, Pages 553-559 doi: 10.1016/j.eng.2019.09.011
In recent years, the damage caused by soil nematodes has become increasingly serious; however, the varieties and structures of the nematicides available on the market are deficient. Fluopyram, a succinate dehydrogenase inhibitor (SDHI) fungicide developed by Bayer AG in Germany, has been widely used in the prevention and control of soil nematodes due to its high efficiency and novel mechanism of action. In this paper, two series of novel target compounds were designed and synthesized with nematicidal and fungicidal fluopyram as the molecular skeleton in order to introduce sulfide and sulfone substructures. The structures were identified and characterized by 1H nuclear magnetic resonance (NMR), 13C NMR, and high-resolution mass spectrometer (HRMS). The bioassays revealed that most of the compounds showed excellent nematicidal activities at 200 µg･mL−1 in comparison with fluopyram, while the nematode mortality rate dropped sharply at 100µg･mL−1, except for compounds I-11 and II-6. In terms of fungicidal activity, compound I-9 was discovered to have an excellent inhibitory rate, and a molecular docking simulation was performed that can provide important guidance for the design and exploration of efficient fungicidal lead compounds.
Keywords： Synthesis Nematicidal activity Fungicidal activity Molecular docking
Title Author Date Type Operation
Continuous deacylation of amides in a high-temperature and high-pressure microreactor
Journal Article
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