36844-44-7

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 4334-88-7 p-ethoxycarbonylphenylboronic acid 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 

Downstream Products

• 155432-24-9 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-[4-(2,2,2-trifluoroethoxy)phenyl]-5(1H,4H)-tetrazolone 
• 155432-23-8 1-[4-(2,2,2-trifluoroethoxy)phenyl]-5(1H,4H)-tetrazolone 
• 110855-51-1 1-Isocyanato-4-(2,2,2-trifluoro-ethoxy)-benzene 
• 27914-56-3 4-(2,2,2-trifluoroethoxy)benzoic acid 

Relevant academic research and scientific papers

Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C-O Cross-Coupling

Herein, we report a highly effective protocol for the cross-coupling of (hetero)aryl bromides with fluorinated alcohols using the commercially available precatalyst tBuBrettPhos Pd G3 and Cs2CO3 in toluene. This Pd-catalyzed coupling features a short reaction time, excellent functional group tolerance, and compatibility with electron-rich and-poor (hetero)arenes. The method provides access to 18F-labeled trifluoroethyl ethers by cross-coupling with [18F]trifluoroethanol.

Copper-catalyzed oxidative trifluoroethoxylation of aryl boronic acids with CF3CH2OH

A mild and efficient copper-catalyzed oxidative trifluoroethoxylation of aryl and heteroaryl boronic acids with CF3CH2OH has been developed. This protocol tolerates a range of functional groups, allowing access to a variety of aryl and heteroaryl trifluoroethyl ethers.

Method for preparing aryl trifluoroethoxyl ether

The invention relates to a method for preparing aryl trifluoroethoxyl ether. The method includes the steps that aryl boron compounds and trifluoroethanol are added to organic solvent, a copper salt catalyst, a ligand and an oxidizing agent are added, a reaction is conducted in a stirring mode for 1-40 hours at the temperature of 0-60 DEG C, filtering is conducted, column chromatography isolation is conducted, and the aryl trifluoroethoxyl ether is obtained. The method is simple in operation, raw materials are easy to obtain, the reaction condition is mild, the substrate universality is wide, the environmental friendliness is achieved, and the method is applicable to industrial application.

BrettPhos ligand supported palladium-catalyzed C-O bond formation through an electronic pathway of reductive elimination: Fluoroalkoxylation of activated aryl halides

We report an unprecedented BrettPhos ligand supported Pd-catalyzed C-O bond-forming reaction of activated aryl halides with primary fluoroalkyl alcohols. We demonstrate that the Phosphine ligand (BrettPhos) possesses the property of altering the mechanistic pathway of reductive elimination from nucleophile to nucleophile. The Pd/BrettPhos catalyst system facilitates the reductive elimination of the oxygen nucleophile through an electronic pathway.

Facile and efficient synthesis of fluoroalkyl aryl ethers

A convenient and practical method for the preparation of fluoroalkyl aryl ethers via substitution of iodoalkyl fluorides is described. This method involves KF complexation of the phenol, which increases the nucleophilicity of oxygen for the formation of the ether linkage.