950510-09-5

Upstream product

• 108-94-1 cyclohexanone 
• 497937-77-6 N-trifluoroacetyl-O-trimethylsilylephedrine 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 454-55-7 1-(trifluoromethyl)-1-cyclohexene 
• 401-75-2 trifluoromethylcyclohexane 
• 80768-55-4 1-(trifluoromethyl)-1-cyclohexanol 

Relevant academic research and scientific papers

Ammonium bromides/KF catalyzed trifluoromethylation of carbonyl compounds with (trifluoromethyl)trimethylsilane and its application in the enantioselective trifluoromethylation reaction

The trifluoromethylation of aldehydes and ketones is a potentially powerful method to introduce the CF3 moiety into organic molecules. In general, the trifluoromethylation reaction has been performed by treatment of Me3SiCF3/su

MgCl2-catalyzed trifluoromethylation of carbonyl compounds using (trifluoromethyl)trimethylsilane as the trifluoromethylating agent

Using (trifluoromethyl)trimethylsilane (TMSCF3) as the trifluoromethylating agent, MgCl2-catalyzed trifluoromethylation of carbonyl compounds proceeded readily at room temperature. In the presence of 10 mol% of MgCl2, a variety of carbonyl substrates such as aliphatic/aromatic aldehydes, acyclic/cyclic ketones and esters could be trifluoromethylated in DMF, giving the corresponding trimethylsilyl ethers (ketals) in up to 93% isolated yields. Trifluoromethylketones could be readily obtained after hydrolysis of the trimethylsilyl ketals. The reactions could tolerate air and moisture, and the use of oxygen and moisture-free conditions was not required.

Fe-catalyzed nucleophilic activation of c-si versus allylic C-O bonds: Catalytic trifluoromethylation of carbonyl groups versus tandem trifluormethylation-allylation of olefins

The nucleophilic ferrate salt Bu4N[Fe(CO)3(NO)] (TBA[Fe]) is able to catalyze the direct trifluoromethylation of aldehydes and ketones using Me3SiCF3 as a trifluoromethylating agent. Interception of the C-Si I-b

Solkane 365mfc is an environmentally benign alternative solvent for trifluoromethylation reactions

Solkane 365mfc is introduced for the first time as a new, environmentally benign alternative solvent for nucleophilic trifluoromethylation reactions. The Royal Society of Chemistry 2009.

TTMPP-catalyzed trifluoromethylation of carbonyl compounds and imines with trifluoromethylsilane

A highly basic phosphine, tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP), catalyzes trifluoromethylation using trifluoromethyltrimethylsilane to give the corresponding trifluoromethylated products in good to high yields, with both carbonyl compounds and im

Tri-tert-butylphosphine is an efficient promoter for the trifluoromethylation reactions of aldehydes, ketones, imides and imines

A truly catalytic nucleophilic trifluoromethylation reaction of carbonyl compounds with Ruppert's reagent, Me3SiCF3, has been shown to be efficiently promoted by a P(t-Bu)3-DMF system. Imines were also converted to the des

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Synthesis of several 1,4-disubstituted cyclohexanes, by hydrogenation of sterically hindered and electron poor perfluoroalkyl alkenes, was performed, at room temperature under hydrogen at atmospheric pressure. Hydrogenation was difficult to achieve without ultrasound whatever catalyst and pressure (from 1 to 120 bar) used. Coupling of ultrasonic irradiation with metallic catalysis dramatically increased the efficiency of hydrogenation of perfluoroalkyl alkenes.

Trifluoroacetamides from amino alcohols as nucleophilic trifluoromethylating reagents

Both non-enolizable and enolizable carbonyl compounds underwent nucleophilic trifluoromethylation by a new family of cheap and efficient trifluoroacetamide reagents derived from vic-amino alcohols (see picture). From an ecological and an economic viewpoint these represent a promising alternative to other known trifluoromethylation reagents.

Preparation of Trifluoromethyl and Other Perfluoroalkyl Compounds with (Perfluoroalkyl)trimethylsilanes

The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a - c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a - c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process.Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction.Even enolizable carbonyl compounds react cleanly under the reaction conditions.A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out.Thus 1a reacts cleanly with five- and six-membered ring lactones.However, unactivated esters do not react under the reaction conditions.The acid chloride reacts with 1a to give a mixture of products.