Synthesis and Properties of Pentafluorosulfanyl Group (SF 5 )-Containing Meta-Diamide Insecticides

Herein, we describe novel pentafluorosulfanyl (SF ) group-containing meta-diamide insecticides. For the facile preparation of the SF -based compounds - , practical synthetic methods were applied. Among newly synthesized compounds, 3-benzamido- -(2,6-dimethyl-4-(pentafluoro-λ -sulfanyl)phenyl)-2-fluo...

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Published inMolecules (Basel, Switzerland) Vol. 25; no. 23; p. 5536
Main Authors Kim, Jae Gon, Kang, On-Yu, Kim, Sang Mee, Issabayeva, Guldana, Oh, In Seok, Lee, Yaeji, Lee, Won Hyung, Lim, Hwan Jung, Park, Seong Jun
Format Journal Article
LanguageEnglish
Published Switzerland MDPI 25.11.2020
MDPI AG
Subjects
Chemistry Techniques, Synthetic
Communication
Diamide - chemical synthesis
Diamide - pharmacology
GABA Antagonists - chemistry
GABA Antagonists - pharmacology
GABARs
insecticide
Insecticides - chemical synthesis
Insecticides - pharmacology
meta-diamide
Metals - chemistry
Molecular Structure
pentafluorosulfanyl
Receptors, GABA - chemistry
Structure-Activity Relationship
GABARs
insecticide
pentafluorosulfanyl
meta-diamide
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Summary:Herein, we describe novel pentafluorosulfanyl (SF ) group-containing meta-diamide insecticides. For the facile preparation of the SF -based compounds - , practical synthetic methods were applied. Among newly synthesized compounds, 3-benzamido- -(2,6-dimethyl-4-(pentafluoro-λ -sulfanyl)phenyl)-2-fluorobenzamide 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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules25235536