68731-86-2

Upstream product

• 700-16-3 Pentafluoropyridine 
• 626-62-0 Cyclohexyl iodide 
• 108-93-0 cyclohexanol 
• 42604-09-1 (methoxymethoxy)cyclohexane 
• 110-83-8 cyclohexene 

Relevant academic research and scientific papers

Photocatalytic C-F alkylation; Facile access to multifluorinated arenes

C-F functionalizations that provide C-C bonds are challenging synthetic transformations, due in part to the large C-F bond strength, short bond length, nonpolarizable nature, the production of fluoride, and the regioselectivity-in the case of multifluorinated substrates. However, commercially available highly fluorinated arenes possess great synthetic potential because they already possess the C-F bonds in the desired locations that would be difficult to selectively fluorinate. In order to take advantage of this potential, selective C-F functionalizations must be developed. Herein, we disclose conditions for the photocatalytic reductive alkylation of highly fluorinated arenes with ubiquitous and unactivated alkenes. The mild reaction conditions provide for a broad functional group scope, and the reaction is remarkably efficient using just 0.25 mol% catalyst. Finally, we demonstrate the utility of the strategy by converting highly fluorinated arenes to elaborate (hetero)arenes that contain 2-5 Caryl-F bonds via synergistic use of photocatalysis and SNAr chemistry.

Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer

Polyfluoroarene moieties are of interest in medicinal chemistry, agrochemicals, and material sciences. Herein, we present the first polyfluoroarylation of unactivated alkyl halides via a halogen atom transfer process. This method converts primary, secondary, and tertiary alkyl halides into the respective polyfluoroaryl compounds in good yields in the presence of amide, carbamate, ester, aromatic, and sulfonamide moieties, including derivatives of complex bioactive molecules. Mechanistic work revealed that this transformation proceeds through an alkyl radical generated after the halogen atom transfer.

Polyfluoroaryl substituted alkane and preparation method thereof

The invention discloses polyfluoroaryl substituted alkane and a preparation method thereof, and belongs to the field of organic synthesis. The invention solves the problem that the existing synthesis of polyfluoroaryl substituted alkane needs metal catalysis, high temperature, no water, no oxygen and other harsh reaction conditions. The structural general formula of the polyfluoroaryl substituted alkane is shown in the specification. The method comprises the following steps of: adding polyfluorinated aromatic hydrocarbon, MOM protected alcohol, an Ir(ppy)3 photocatalyst, anhydrous potassium carbonate and ethyl 2-mercaptopropionate into an organic solvent at room temperature, uniformly mixing, carrying out illumination reaction, removing the solvent through reduced pressure distillation, and carrying out silica gel column chromatography separation and purification to obtain the polyfluoroaryl substituted alkane.