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Synthesis and Properties of Pentafluorosulfanyl Group (SF5)-Containing Meta-Diamide Insecticides.


ABSTRACT: Herein, we describe novel pentafluorosulfanyl (SF5) group-containing meta-diamide insecticides. For the facile preparation of the SF5-based compounds 4a-d, practical synthetic methods were applied. Among newly synthesized compounds, 3-benzamido-N-(2,6-dimethyl-4-(pentafluoro-?6-sulfanyl)phenyl)-2-fluorobenzamide 4d showed (i) a high insecticidal activity, (ii) an excellent selectivity to insects, and (iii) good levels of water solubility and log P values. In this study, we demonstrated that the pentafluorosulfanyl moiety could serve as an attractive functionality for the discovery of a new scope of crop-protecting agents.

SUBMITTER: Kim JG 

PROVIDER: S-EPMC7728329 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Synthesis and Properties of Pentafluorosulfanyl Group (SF<sub>5</sub>)-Containing Meta-Diamide Insecticides.

Kim Jae Gon JG   Kang On-Yu OY   Kim Sang Mee SM   Issabayeva Guldana G   Oh In Seok IS   Lee Yaeji Y   Lee Won Hyung WH   Lim Hwan Jung HJ   Park Seong Jun SJ  

Molecules (Basel, Switzerland) 20201125 23


Herein, we describe novel pentafluorosulfanyl (SF<sub>5</sub>) group-containing meta-diamide insecticides. For the facile preparation of the SF<sub>5</sub>-based compounds <b>4a</b>-<b>d</b>, practical synthetic methods were applied. Among newly synthesized compounds, 3-benzamido-<i>N</i>-(2,6-dimethyl-4-(pentafluoro-λ<sup>6</sup>-sulfanyl)phenyl)-2-fluorobenzamide <b>4d</b> showed (i) a high insecticidal activity, (ii) an excellent selectivity to insects, and (iii) good levels of water solubili  ...[more]

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