58310-28-4

Upstream product

• 58201-66-4 (bromodifluormethyl)triphenylphosphonium bromide 
• 1608-26-0 Hexamethylphosphorous triamide 
• 1613293-20-1 C₅H₉BrF₂O₂Si 
• 603-35-0 triphenylphosphine 
• 75-61-6 dibromodifluoromethane 

Downstream Products

• 28321-07-5 1-(2,2-difluorovinyl)-4-methylbenzene 
• 1608-24-8 3-(2,2-difluoroethenyl)anisole 
• 28321-09-7 1-chloro-4-(2,2-difluorovinyl)benzene 
• 84750-93-6 1,1-difluoro-2-(4-bromophenyl)ethene 
• 90605-29-1 1-(2,2-difluorovinyl)-3-(trifluoromethyl)benzene 
• 38936-00-4 4-cyano-β,β-difluorostyrene 
• 28321-12-2 (E)-(4,4-difluorobuta-1,3-diene-1-yl)benzene 
• 130728-23-3 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol 
• 50562-10-2 2,2-difluoro-1-(4-methylphenyl)ethanol 

Relevant academic research and scientific papers

Carbenoid reactions of trifluoromethylelement compounds. Part 6. Syntheses and characterization of difluoromethylphosphonium, arsonium and stibonium compounds from reactions of triorganopnicogens with Zn(CF3)Br·2D and Bi(CF3)3

(Difluoromethyl)triorganopnicogenium tetrachlorobismuthates are isolated in moderate to very good yields from the reactions of several R3E derivatives(E=P, As) with the reagent Bi(CF3)3/AlCl3. (Difluoromethyl)tr

Nickel-Catalyzed Cross-Electrophile Coupling of the Difluoromethyl Group for Fluorinated Cyclopropane Synthesis

Herein, we report a new strategy for fluorinated cyclopropane synthesis. Photocatalytic olefin difluoromethylation is coupled with a nickel-catalyzed intramolecular cross-electrophile coupling (XEC) reaction between a difluoromethyl moiety and a benzylic ether. To the best of our knowledge, this is the first example of a XEC reaction employing a difluoromethyl group as an electrophile. A plausible mechanism is highlighted, and DFT calculations are included to support the observed stereochemical outcome.

Photoredox-Catalyzed Bromodifluoromethylation of Alkenes with (Difluoromethyl)triphenylphosphonium Bromide

Under visible-light photoredox conditions, difluoromethyltriphenylphosphonium bromide was used as the precursor of the CF2H radical for bromodifluoromethylation of alkenes. The presence of catalytic CuBr2 resulted in the selective fo

Visible-Light-Promoted Synthesis of α-CF2H-Substituted Ketones by Radical Difluoromethylation of Enol Acetates

An efficient and novel visible-light-promoted radical difluoromethylation of enol acetates for the synthesis of α-CF2H-substituted ketones has been described. Upon irradiation under blue LED with catalytic amounts of fac-Ir(ppy)3, this photocatalytic procedure employs difluoromethyltriphenylphosphonium bromide as a radical precursor. Various α-CF2H-substituted ketones are successfully created via designed systems based on the SET process. The methodology has also provided an operationally simple process with broad functional group compatibility.

Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Quinazolinones

A mild and efficient visible-light-induced radical difluoromethylation/cyclization of unactivated alkenes toward the synthesis of substituted quinazolinones with easily accessible difluoromethyltriphenylphosphonium bromide has been developed. The transformation has the advantages of wide functional group compatibility, a broad substrate scope, and operational simplicity. The benign protocol offers a facile access to pharmaceutically valuable difluoromethylated polycyclic quinazolinones.

Radical Difluoromethylation of Thiols with (Difluoromethyl)triphenylphosphonium Bromide

A method for facile difluoromethylation of various thiols using (difluoromethyl)triphenylphosphonium bromide under mild reaction conditions is presented. The transformation proceeds in the absence of any transition metal using a bench-stable and readily accessible phosphonium salt. Deuterium labeling experiments and cyclic voltammetry measurements reveal that the difluoromethylation occurs via a SRN1-type mechanism. Substrate scope is broad, and various functional groups are tolerated (OH, NH2, amide, ester).

Direct Nucleophilic Difluoromethylation of Carbonyl Compounds

Phosphonium salt ([Ph3P+CF2H] Br-, DFPB) was found to be an efficient nucleophilic difluoromethylation reagent. Although DFPB is known as a phosphonium ylide precursor, its reaction with carbonyl compounds under traditional Wittig reaction conditions did not give the expected Wittig difluoroolefinated products, but afforded the nucleophilic difluoromethylation products, α-CF2H alcohols. Mechanistic investigation reveals that the unexpected transformation proceeded via the direct transfer of the CF2H group, which resulted from the high P-O affinity.

Difluromethylphosphonium salt, and preparation method and application thereof

The invention discloses difluromethylphosphonium salt, and a preparation method and application thereof. A synthetic method of the difluromethylphosphonium salt disclosed by the invention comprises the following steps of in a solvent, carrying out a react

Wittig gem-difluoroolefination of aldehydes with difluoromethyltriphenylphosphonium bromide

Wittig reaction of aldehydes with difluoromethyltriphenylphosphonium bromide leading to gem-difluoroolefins in moderate yields is described. The reaction displays a good substrate scope including aryl, heteroaryl and α,β-unsaturated aldehydes. Difluoromethyltriphenylphosphonium bromide could be easily prepared and stored for a long time under air atmosphere. The salt exhibits high thermal stability demonstrated by thermogravimetric analysis. Its structure was confirmed by NMR spectroscopy and single crystal X-ray analysis.

Phosphine- and Phosphite-Mediated Difluorocarbene Exchange Reactions of (Bromodifluoromethyl)phosphonium Salts. Evidence for Facile Dissociation of (Difluoromethylene)triphenylphosphorane

(Bromodifluoromethyl)triphenylphosphonium bromide undergoes facile exchange of the bromodifluoromethyl group with tertiary phosphine and trialkyl phosphite.A mechanism that involves formation of the difluoromethylene ylide and dissociation of the ylide into difluorocarbene and triphenylphosphine is proposed to account for the observed exchange process.