51114-06-8

Upstream product

• 2396-23-8 1-bromo-4-(perfluoropropan-2-yl)benzene 
• 619-44-3 methyl 4-iodobenzoate 
• 677-69-0 perfluoroisopropyl iodide 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 116-15-4 perfluoropropylene 

Downstream Products

• 2396-21-6 4-(perfluoropropan-2-yl)benzoic acid 

Relevant academic research and scientific papers

Photoredox-Catalyzed C-F Bond Allylation of Perfluoroalkylarenes at the Benzylic Position

Site-selective and direct C-F bond transformation of perfluoroalkylarenes was achieved with allylic stannanes via an iridium photoredox catalyst system. The present defluoroallylation proceeds exclusively at the benzylic position through perfluoroalkyl radicals generated by a single-electron transfer from an excited photoredox catalyst to perfluoroalkylarenes. A variety of perfluoroalkyl groups are applicable: linear perfluoroalkyl-substituted arenes such as Ar-nC4F9and Ar-nC6F13and heptafluoroisopropylarenes (Ar-CF(CF3)2) underwent site-selective defluoroallylation. DFT calculation studies revealed that thein situgenerated Bu3SnF traps F-to prevent a retroreaction from the unstable perfluoroalkyl radical intermediate, and the radical intermediate favorably reacts with allylic stannanes. The synthesis of a bis(trifluoromethyl)methylene unit containing compound, which is an analog that is useful as a pharmaceutical agent for the prophylaxis or treatment of diabetes and inflammatory diseases, demonstrated the utility of this reaction.

Direct heptafluoroisopropylation of arylboronic acids via hexafluoropropene (HFP)

A novel and straightforward strategy for heptafluoroisopropylation of arylboronic acids at room temperature has been developed. This method, directly using commercial available hexafluoropropene (HFP) as the starting material, provides a new way to synthesize a variety of synthetically useful heptafluoroisopropylated arenes.

Copper-mediated aerobic iodination and perfluoroalkylation of boronic acids with (CF3)2CFI at room temperature

The copper-mediated aerobic reactions between the branched (CF3)2CFI and boronic acids (R-B(OH)2) are described. Different from the linear perfluoroalkyl analogs CF3(CF2)nI (n?=?2, 3, 5, 7), (CF3)2CFI reacting with R-B(OH)2at room temperature under air in the presence of catalytic Cu powder provided exclusively the corresponding iodides (R-I), while the aerobic reactions of arylboronic acids with (CF3)2CFI at room temperature in the presence of Cu(OAc)2gave the perfluoroalkylation products (R-CF(CF3)2) in acceptable to moderate yields. The iodination reaction could be further promoted by hydroquinone, the addition of which improved the oxidation ability of (CF3)2CFI and provided the ipso-iodination products in high yields. The perfluoroalkylation was facilitated by the copper carboxylates since the addition of these salts into the reaction mixtures could successfully give rise to Ar-CF(CF3)2.

A hexafluoropropylene directly to the aryl borate method of oxidation heptafluoro isopropylation

The invention relates to a method for directly oxidizing arylboronic acid into heptafluoroisopropyl by utilizing hexafluoropropylene. The method comprises the following steps that silver fluoride is used as a fluorine source, under the effect of copper salt, the hexafluoropropylene and the arylboronic acid can be converted into a series of compounds containing heptafluoroisopropyl in organic solvents at the room temperature, and the reaction is also applicable to alkenylboronic acids. The method has the advantage that a series of compounds containing the heptafluoroisopropyl are synthesized through one-step reaction at high selectivity.

PERFLUOROISOPROPYBENZENE DERIVATIVE

Perfluoroisopropylbenzene derivatives of the general formula (I) or salts thereof, useful as intermediates or raw materials in the synthesis of various industrial materials including agricultural chemicals, drugs and surfactants, wherein X1 is