330-11-0

Usage

InChI:InChI=1/C8H4F4O2/c9-7(13)5-1-3-6(4-2-5)14-8(10,11)12/h1-4H

Upstream product

• 36823-89-9 4-(Trichloromethoxy)benzoyl chloride 
• 36823-88-8 4-(trifluoromethoxy)benzoyl chloride 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 
• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 456-71-3 4-trifluoromethoxybenzamide 
• 62578-20-5 N-(6-Cyano-hexyl)-4-trifluoromethoxy-benzamide 
• 62577-97-3 C₂₄H₂₆F₆N₂O₄ 
• 27890-89-7 C₃₁H₂₈F₉N₃O₆ 
• 28510-16-9 C₂₃H₂₀F₆N₂O₄ 
• 28161-48-0 C₂₃H₂₂F₆N₂O₄ 
• 73224-04-1 2-(p-TRIFLUOROMETHOXYPHENYL)-1H-PERIMIDINE HYDROFLUORIDE 
• 54362-81-1 m-tolyl(4-(trifluoromethoxy)phenyl)methanone 
• 1737-06-0 N-(4-(trifluoromethoxy)phenyl)acetamide 
• 461-82-5 4-(trifluoromethoxy)aniline 
• 399-20-2 2-methyl-6-(trifluoromethoxy)benzo[d]thiazole 

Relevant academic research and scientific papers

Acyl fluorides from carboxylic acids, aldehydes, or alcohols under oxidative fluorination

We describe a novel reagent system to obtain acyl fluorides directly from three different functional group precursors: carboxylic acids, aldehydes, or alcohols. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug molecules that contain a carboxylic acid, an aldehyde, or an alcohol group.

Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes

Cyclopropanes are an important class of building blocks in organic synthesis. Herein, a ring-opening/arylcarboxylation/acylation cascade reaction for the 1,3-difunctionalization of aryl cyclopropanes enabled by cooperative NHC and organophotoredox catalysis is reported. The cascade works on monosubstituted cyclopropanes that are in contrast to the heavily investigated donor–acceptor cyclopropanes more challenging to be difunctionalized. The key step is a radical/radical cross coupling of a benzylic radical generated in the photoredox catalysis cycle with a ketyl radical from the NHC catalysis cycle. The transformation features metal-free reaction conditions and tolerates a diverse range of functionalities.

Cooperative NHC and Photoredox Catalysis for the Synthesis of β-Trifluoromethylated Alkyl Aryl Ketones

Despite the great potential of radical chemistry in organic synthesis, N-heterocyclic carbene (NHC)-catalyzed reactions involving radical intermediates are not well explored. This communication reports the three-component coupling of aroyl fluorides, styrenes and the Langlois reagent (CF3SO2Na) to give various β-trifluoromethylated alkyl aryl ketones with good functional group tolerance in moderate to high yields by cooperative photoredox/NHC catalysis. The alkene acyltrifluoromethylation proceeds via radical/radical cross coupling of ketyl radicals with benzylic C-radicals. The ketyl radicals are generated via SET reduction of in situ formed acylazolium ions whereas the benzylic radicals derive from trifluoromethyl radical addition onto styrenes.

Chlorination of 4-methoxybenzoyl chloride

An improved process for chlorinating 4-methoxybenzoyl chloride on the methyl group with molecular chlorine is done neat at elevated temperature in the absence of light of radical-forming intensity.