Synthesis of fipronil sulfide, an active metabolite, from the parent insecticide fipronil
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References (18)
- et al.
Pestic. Biochem. Physiol.
(1993) - et al.
Crop Prot.
(1997) - et al.
Life Sci.
(1995) Tetrahedron
(1988)- et al.
Tetrahedron Lett.
(1994) - et al.
Tetrahedron Lett.
(1985) Phytoma
(1996)- et al.
- et al.
Proc. Natl. Acad. Sci.
(1996)
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Solvothermal synthesis of novel phenylpyrazole Schiff base fluorescent insecticides fused extended conjugate units for enhancing bioactivities, photophysical and electrochemical properties
2019, Journal of Molecular StructureCitation Excerpt :Schiff base derivatives and its complexes are important chemical reagents, which act as a foundational role of antibacterial, anti-oxidation, anti-tumor, and have a wide range of applications in the fields of catalysis, biochemistry, functional materials, medicine and other research area [9]. For example, Vaniliprole is a phenylpyrazole Schiff base commercial product with good bioactivity, which can be prepared by the condensation reaction of phenylpyrazole and 3-methoxy-4-hydroxybenzaldehyde (Vanillin) [10]. Recently, Schiff base derivatives have made them of intense interest as potential components in the luminescent materials due to their excellent coordination abilities.
Synthesis and insecticidal activity studies of novel phenylpyrazole derivatives containing arylimine or carbimidate moiety
2019, Bioorganic and Medicinal ChemistryCitation Excerpt :We also attempted to use 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(methylsulfinyl)-1H- pyrazole-3-carbonitrile (K) and p-nitrobenzaldehyde to give the corresponding imine, however, the reaction is complex and reduction product 1 was obtained in 20% yield (Scheme 2). Although acetic anhydride29 and acetyl chloride30 have been reported to be used as reductants to finish the reduction of fipronil to fipronil sulfide, the aryl aldehyde used as a redutant has not been discussed. At present the yield of the reduction reaction is low (about 20%), but it is worthy to carry out a further investigation on this new reaction.
Copper-mediated oxidative trifluoromethylthiolation of quinones
2015, Tetrahedron Letters3,5-Bis(pentafluorosulfanyl)phenylboronic acid: A new organocatalyst for Conia-ene carbocyclization of 1,3-dicarbonyl compounds having terminal alkynes
2012, Journal of Fluorine ChemistryCitation Excerpt :These results indicate that the SF5 function can be used as a lipophilic and sterically demanding alternative to the NO2 group in catalyst design. Further use of 1 for asymmetric Conia-ene carbocyclization of 1,3-dicarbonyl compounds is under investigation [19]. All reactions were performed in oven-dried glassware under a positive pressure of nitrogen.
Dynamics of fipronil residue in vegetable-field ecosystem
2004, ChemosphereMetabolism of an insecticide fipronil by soil fungus Cunninghamella elegans ATCC36112
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