53482-96-5

Usage

InChI:InChI=1/C11H11F3/c1-8(2)7-9-3-5-10(6-4-9)11(12,13)14/h3-6H,1,7H2,2H3

Upstream product

• 115665-60-6 1-trifluoromethyl-4-(2-methyl-1-propenyl)benzene 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 107035-97-2 2,5-dimethyl-3-(1-methylethyl)-5-hexen-3-ol 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 21388-54-5 3-(p-(trifluoromethyl)phenyl)-2-methyl-2-methoxypropylmercuric chloride 
• 182217-81-8 7-trifluoromethyl-3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 182217-79-4 N-[1,1-dimethyl-2-(4-trifluoromethyl-phenyl)-ethyl]-formamide 

Relevant academic research and scientific papers

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

Original antileishmanial hits: Variations around amidoximes

In continuation to our previous findings on amidoximes' antiparasitic activities, a new series of 23 original derivatives was designed and obtained by convergent synthesis. First, new terminal alkenes were synthesized by cross-coupling reaction. Then, cyclization was performed between terminal alkenes and β-ketosulfones using manganese(III) acetate reactivity. Twenty-three amidoximes were tested for their in vitro activity against Leishmania amazonensis promastigotes and their toxicity on murine macrophages. Seven of the tested compounds exhibited an antileishmanial activity at lower than 10 μM with moderate to low toxicity. Six of these molecules showed activity at lower than 10 μM against promastigotes and toxicity at higher than 50 μM were selected and evaluated for their activity against intracellular Leishmania amazonensis amastigotes. Modulating chemical substituents in position 2 of dihydrofuran highly influenced their antileishmanial activities. The introduction of a methyl or trifluoromethyl group on the benzene ring of the benzyl group had a positive influence on activity without significantly increasing toxicity (52, 59, 60).

Cross-coupling synthesis of methylallyl alkenes: Scope extension and mechanistic study

Cross-coupling reactions between 2-methyl-2-propen-1-ol and various boronic acids are used to obtain aromatic-(2-methylallyl) derivatives. However, deboronation or isomerization side reactions may occur for several boronic acids. We describe herein the synthesis of original alkenes with good yields under mild reaction conditions that decrease these side reactions. The scope of this environmentally benign reaction is thereby extended to a wide variety of boronic acids. A mechanistic study was conducted and suggested a plausible catalytic cycle mechanism, pointing to the importance of the Lewis acidity of the boronic acid used.

Palladium-catalyzed stereo- and regiospecific allylation of aryl halides with homoallyl alcohols via retro-allylation: Selective generation and use of σ-allylpalladium

Treatment of tertiary homoallyl alcohol with aryl halide under palladium catalysis resulted in the transfer of the allyl moiety of the homoallyl alcohol to aryl halide and yielded the corresponding cross-coupling product stereo- and regiospecifically. The