4315-07-5

Usage

Chemical Properties

White powder

InChI:InChI=1/C9H7F3O3/c10-9(11,12)15-7-3-1-6(2-4-7)5-8(13)14/h1-4H,5H2,(H,13,14)/p-1

Upstream product

• 330-12-1 4-trifluoromethoxybenzoic acid 
• 124-38-9 carbon dioxide 
• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 
• 79-11-8 chloroacetic acid 
• 1112044-47-9 2,2-difluoro-2-(4-(trifluoromethoxy)phenyl)acetic acid 
• 1138566-90-1 [1-(4-trifluoromethoxyphenyl)-methylidene]-hydrazine 
• 95299-18-6 methyl 2-(4-(trifluoromethoxy)phenyl)acetate 
• 587-18-8 4-trifluoromethoxy-benzoic acid ethyl ester 
• 50824-05-0 4-trifluoromethoxybenzyl bromide 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 
• 870637-76-6 2-diazo-4'-trifluoromethoxyacetophenone 
• 49561-96-8 (4-trifluoromethoxy-phenyl)-acetonitrile 

Downstream Products

• 473719-41-4 (+/-)-AMG₄₈₇ 
• 473719-41-4 AMG 487 
• 251366-50-4 α-bromo-(4-trifluoromethoxyphenyl)acetic acid 
• 29270-33-5 2-bromo-2-(4-fluorophenyl)acetic acid 
• 147004-78-2 3-fluoro-10-[5-(4-trifluoromethoxybenzyl)-1,2,4-oxadiazol-3-yl]-9H-imidazo[1,5-a][1,2,4]triazolo[1,5-d][1,4]benzodiazepine 
• 1010421-05-2 C₃₂H₃₄F₃N₃O₅S 
• 1030630-15-9 N-methyl-N-(2-pyrrolidin-1-ylethyl)-2-[(4-trifluoromethoxy)phenyl]acetamide 
• 1030630-17-1 N-methyl-N-(2-piperidin-1-ylethyl)-2-[4-(trifluoromethoxy)phenyl]acetamide 
• 850563-41-6 (1-hydroxycyclohexyl)-(4-trifluoromethoxy)phenylacetic acid 

Relevant academic research and scientific papers

Desulfonylative Electrocarboxylation with Carbon Dioxide

Electrocarboxylation of organic halides is one of the most investigated electrochemical approaches for converting thermodynamically inert carbon dioxide (CO2) into value-added carboxylic acids. By converting organic halides into their sulfone derivatives, we have developed a highly efficient electrochemical desulfonylative carboxylation protocol. Such a strategy takes advantage of CO2as the abundant C1 building block for the facile preparation of multifunctionalized carboxylic acids, including the nonsteroidal anti-inflammatory drug ibuprofen, under mild reaction conditions.

A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides

Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chemistry, such as aryldifluoromethyl and diarylmethane motifs.

Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts

Cross-electrophile couplings between two electrophiles are powerful and economic methods to generate C-C bonds in the presence of stoichiometric external reductants. Herein, we report a novel strategy to realize the first external-reductant-free cross-electrophile coupling via visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good functional group tolerance, and facile scalability. Mechanistic studies indicate that benzyl radicals and anions might be generated as the key intermediates via photocatalysis, providing a new direction for cross-electrophile couplings.

Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2

The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.

Novel benzimidazole derivatives as selective CB2 agonists

The preparation and evaluation of a novel class of CB2 agonists based on a benzimidazole moiety are reported. They showed binding affinities up to 1 nM towards the CB2 receptor with partial to full agonist potencies. They also demonstrated good to excellent selectivity (>1000-fold) over the CB1 receptor.

SULFONYL-SUBSTITUTED BICYCLIC COMPOUNDS AS MODULATORS OF PPAR

The present invention relates to compounds and methods useful as inhibitors of PPAR, particularly PPARδ, and for the treatment or prevention of PPAR-mediated diseases, including metabolic diseases.

Nitro-[2,1-b]imidazopyran compounds and antibacterial uses thereof

Methods, compounds and compositions are provided for inhibiting the growth of pathogenic microbes in vitro and of treatment of pathogenic bacterial infections, such as mycobacterial, Clostridium, Cryptosporidium and Helicobacter infections, in vivo using bicyclic nitroimidazole compounds of the formula (II): STR1 wherein R1 is hydrogen, halogen, loweralkyl, haloloweralkyl, cycloalkyl, heterocycle, substituted heterocycle and heterocyclicalkyl; X is oxygen, sulfur or NR2, where R2 is hydrogen, loweralkyl, aryl, cycloalkyl, heterocycle, substituted heterocycle, heterocyclicalkyl, COR3 or SO2 R4 CONR4 R5, where R3, R4 and R5 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyaryl, alloxyalkoxyaryl, alkylheterocycle, and alkoxyheterocycle; n is 1, 2 or 3; Y and Z are independently selected from oxygen, CH2, CO, CR4 R5 or NR4, where R4 and R5 are as defined above; provided that when n is 2 or 3, the compounds of formula II can be additionally substituted as follows: STR2 wherein R6, R7, R8 and R9 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyalkylaryl, alkoxyalkylheterocycle, alkylary2alkylaryl, alkylarylaryl, alkylcycloalkyl, alkoxyaryl, alkylheterocycle, and alkoxyheterocycle; and the pharmaceutically acceptable salts thereof.