1638192-41-2

Upstream product

• 13652-11-4 2,2,2‐trifluoro‐1‐phenylethan‐1‐one tosylhydrazone 
• 5122-94-1 4-biphenylboronic acid 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5123-05-7 2-([1,1'-biphenyl]-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 7598-80-3 4-phenylbenzhydrol 
• 30905-13-6 4-biphenylylphenyldiazomethane 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 

Downstream Products

• 58258-48-3 2-([1,1′-biphenyl]-4-yl)-2-phenylacetonitrile 

Relevant academic research and scientific papers

Alkyltriflones in the Ramberg-B?cklund Reaction: An Efficient and Modular Synthesis of gem-Difluoroalkenes

The unprecedented synthesis of gem-difluoroalkenes through the Ramberg-B?cklund reaction of alkyl triflones is described herein. Structurally diverse, fully substituted gem-difluoroalkenes that are difficult to prepare by other methods can be easily prepared from readily available triflones by treatment with specific Grignard reagents. Experimental and computational studies provide insight into the unique and critical role of the Grignard reagent, which serves both as a base to remove the α-proton and as a Lewis acid to assist C-F bond activation.

Base promotedgem-difluoroolefination of alkyl triflones

A new synthesis ofgem-difluoroalkenes from readily available alkyl triflones and difluorocarbene precursors such as TMSCF2Br has been reported. The reaction, regardless of electronic effect, givesgem-difluoroalkenes in good to excellent yields. The mechanism may involve deprotonation of triflones, nucleophilic addition, and the elimination of SO2CF3

Rh(I)-Catalyzed Reaction of Trifluoromethylketone N-Tosylhydrazones and Arylboronates

Rh(I)-Catalyzed synthesis of 1,1-difluoro-2,2-diarylalkenes from trifluoromethylketone N-tosylhydrazones and arylboronates is presented in this communication. This new synthetic method is based on the Rh(I)-carbene migratory insertion followed by β-fluori

Reaction of Diazo Compounds with Difluorocarbene: An Efficient Approach towards 1,1-Difluoroolefins

A transition-metal-free difluoromethylenation of diazo compounds that proceeds under mild conditions has been developed and is based on the use of TMSCF2Br as the difluoromethylene source and tetrabutylammonium bromide (TBAB) as the promoter. T

Gem-difluoroolefination of diaryl ketones and enolizable aldehydes with difluoromethyl 2-pyridyl sulfone: New insights into the Julia-Kocienski reaction

The direct conversion of diaryl ketones and enolizable aliphatic aldehydes into gem-difluoroalkenes has been a long-standing challenge in organofluorine chemistry. Herein, we report efficient strategies to tackle this problem by using difluoromethyl 2-pyridyl sulfone as a general gem-difluoroolefination reagent. The gem-difluoroolefination of diaryl ketones proceeds by acid-promoted Smiles rearrangement of the carbinol intermediate; the gem-difluoroolefination is otherwise difficult to achieve through a conventional Julia-Kocienski olefination protocol under basic conditions due to the retro-aldol type decomposition of the key intermediate. Efficient gem-difluoroolefination of aliphatic aldehydes was achieved by the use of an amide base generated in situ (from CsF and tris(trimethylsilyl)amine), which diminishes the undesired enolization of aliphatic aldehydes and provides a powerful synthetic method for chemoselective gem-difluoroolefination of multi-carbonyl compounds. Our results provide new insights into the mechanistic understanding of the classical Julia-Kocienski reaction. What a gem! The gem-difluoroolefination of diaryl ketones was realized by an acid-promoted Julia-Kocienski olefination reaction at elevated temperatures. The gem-difluoroolefination of aliphatic aldehydes and chemoselective gem-difluoroolefination of dicarbonyl compounds was achieved with the use of an amide base generated in situ (see scheme).