Journal ArticleDOI
Direct synthesis of 3-(fluoroalkyl)pyrazoles from polyfluoroalkyl aldehydes
Xiao-Qing Tang,Chang-Ming Hu +1 more
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TLDR
In this paper, a one-pot synthesis of 3-(fluoroalky 1)pyrazoles from polyfluoroalkyl iodides has been developed, which involves the formation of a hydrazone intermediate, followed by elimination of hydrogen halide and intramolecular nucleophilic addition.Abstract:
3-(Fluoroalkyl)pyrazoles 3 have been synthesized in excellent yields by reaction of various fluoroalkyl aldehydes with NH2NH2·HOAc under mild conditions. It appears that the reaction involves the formation of a hydrazone intermediate, followed by elimination of hydrogen halide and intramolecular nucleophilic addition. A practical one-pot synthesis of 3-(fluoroalky1)pyrazoles from polyfluoroalkyl iodides 1 has also been developed.read more
Citations
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Polyfluorinated ethanes as versatile fluorinated C2-building blocks for organic synthesis.
TL;DR: The chiral stationary phase for organic synthesis showed good chiral recognition ability towards various racemates including polymethine, chlorine, cadmium, and phosphorous.
Journal ArticleDOI
“Reported, but Still Unknown.” A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles
I. I. Gerus,Roman X. Mironetz,Ivan S. Kondratov,Andrei V. Bezdudny,Andrei V. Bezdudny,Yurii V. Dmytriv,Yurii V. Dmytriv,Oleg V. Shishkin,Viktoriia S. Starova,Olga A. Zaporozhets,Andrey A. Tolmachev,Andrey A. Tolmachev,Pavel K. Mykhailiuk,Pavel K. Mykhailiuk +13 more
TL;DR: The elaborated synthetic protocols allow gram-scale preparation of the target products and the obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.
Journal ArticleDOI
Dynamic Imine Chemistry at Complex Double Emulsion Interfaces.
TL;DR: The potential of in situ imine surfactant formation to generate complex surfactants with biomolecules (i.e., antibodies) for biosensing applications and imine formation at the emulsion-solid interface offers a triggered payload release mechanism are demonstrated.
Journal ArticleDOI
The Sulfinatodehalogenation Reaction
Wei-Yuan Huang,Fan-Hong Wu +1 more
TL;DR: Sulfinatodehalogenation is a simple and efficient reaction for the synthesis of polyfluoroalkane-sulfinates and sulfonates as mentioned in this paper, which can also be applied for the polyfluoralkylation of organic compounds.
References
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Journal ArticleDOI
An efficient method for the synthesis of trifluoromethyl substituted heterocycles
TL;DR: Trifluoromethyl substituted pyrazoles and isoxazoles have been prepared regiospecifically in high yield from trifluoroacetyl acetylenes as mentioned in this paper.
Journal ArticleDOI
Recent Trend in New Pesticides Containing Fluorine
TL;DR: In this paper, major physico-chemical impacts resulting from the incorporation of fluorine atom into hydrocarbon moiety of organic molecules are briefly described in alternate reference to its unique electronic features and various physical parameters essential with recent structure-activity studies, some of which are discussed respectively as active examples of pesticide developments on the basis of quantitative structureactivity relationship.
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Electrophilic substitution reaction at azomethine carbon atom. Acylation of aliphatic aldehyde hydrazones
Yasuhiro Kamitori,Masaru Hojo,Ryoichi Msuda,Tatsushi Yoshida,Seiji Ohara,Katsuki Yamada,Naohiro Yoshikawa +6 more
TL;DR: A partir d'hydrazones de formaldehyde, trifluoroacetylation and bis-trifluorometylation sont effectuees en presence d'anhydride trifluroacetique.
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A convenient and versatile synthesis of 4‐trifluoromethyl‐substituted pyrazoles
TL;DR: In this paper, trifluoromethyl-substituted pyrazoles were synthesized via 1,3-dipolar cycloaddition from sydnones 2a-j and 1-aryl-3,3, 3-trifluoro-propynes 5a-f.
Journal ArticleDOI
Novel perfluoroalkyl-substituted pyrazoles. 1. Hydroxypyrazoles
TL;DR: In this article, the addition of methylhydrazine to a variety of haloalkyl-substituted α,β-unsaturated esters gave 1,5-disubstituated 3-hydroxypyrazoles, in contrast to the more common synthesis from β-ketoesters, which gives 1,3-dissubstitized 5hydroxyrazole, and the regiochemical preference in this addition is considered on the basis of steric, electronic and mechanistic factors.