26928-24-5

Upstream product

• 98509-03-6 1-((E)-2-Benzenesulfonyl-2-fluoro-vinyl)-4-chloro-benzene 
• 104-88-1 4-chlorobenzaldehyde 
• 28321-09-7 1-chloro-4-(2,2-difluorovinyl)benzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 2366-31-6 (Z)-1-bromo-2-fluoroethylene 
• 88691-45-6 (E)-[2-(4-chlorophenyl)ethenyl]trimethylsilane 
• 98506-75-3 2-Benzenesulfonyl-1-(4-chloro-phenyl)-2-fluoro-ethanol 

Relevant academic research and scientific papers

Stereoselective Synthesis of Z Fluoroalkenes through Copper-Catalyzed Hydrodefluorination of gem-Difluoroalkenes with Water

A copper catalytic system was established for the stereoselective hydrodefluorination of gem-difluoroalkenes through C?F activation to synthesize various Z fluoroalkenes. H2O is used as the hydrogen source for the fluorine acceptor moiety. This mild catalytic system shows good-functional group compatibility, accepting a range of carbonyls as precursors to the gem-difluoroalkenes, including aliphatic, aromatic, and α,β-unsaturated aldehydes and even ketones. It serves as a powerful synthetic method for the late-stage modification of complex compounds.

Stereodivergent hydrodefluorination of: Gem -difluoroalkenes: Selective synthesis of (Z)- and (E)-monofluoroalkenes

We have developed a novel approach for the stereodivergent hydrodefluorination of gem-difluoroalkenes using copper(i) catalysts to obtain stereodefined monofluoroalkenes. Both (Z)- and (E)-terminal monofluoroalkenes were obtained by the hydrodefluorination of gem-difluoroalkenes in the presence of copper(i) catalysts and diboron or hydrosilane, respectively, with high stereoselectivity. DFT calculations were conducted to elucidate the stereoselectivity.

Direct synthesis of Z-alkenyl halides through catalytic cross-metathesis

Olefin metathesis has had a large impact on modern organic chemistry, but important shortcomings remain: for example, the lack of efficient processes that can be used to generate acyclic alkenyl halides. Halo-substituted ruthenium carbene complexes decompose rapidly or deliver low activity and/or minimal stereoselectivity, and our understanding of the corresponding high-oxidation-state systems is limited. Here we show that previously unknown halo-substituted molybdenum alkylidene species are exceptionally reactive and are able to participate in high-yielding olefin metathesis reactions that afford acyclic 1,2-disubstituted Z-alkenyl halides. Transformations are promoted by small amounts of a catalyst that is generated in situ and used with unpurified, commercially available and easy-to-handle liquid 1,2-dihaloethene reagents, and proceed to high conversion at ambient temperature within four hours. We obtain many alkenyl chlorides, bromides and fluorides in up to 91 per cent yield and complete Z selectivity. This method can be used to synthesize biologically active compounds readily and to perform site- and stereoselective fluorination of complex organic molecules.

METATHESIS CATALYSTS AND METHODS THEREOF

The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and/or stereoselectivity. In some embodim

Acceleration of alkenyltrimethylsilane fluorination under mild conditions using ultrasound

Alkenyltrimethylsilanes are selectively fluorodesilated to alkenyl fluoride very readily by reaction with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis-tetrafluoroborate (Selectfluor) and N-fluorobenzensulfonimids at room temperature under

Synthesis of monofluoroalkenes via Julia-Kocienski reaction

Monofluoromethyl 3,5-bis(trifluoromethyl)phenyl sulfone 1 was synthesized and employed in Julia-Kocienski fluoroolefination reaction with various ketones and aldehydes. Optimal reaction conditions were found to be the treatment of substrates with KOH or C

A Novel and Efficient Synthesis of Fluoromethyl Phenyl Sulphone and Its Use as a Fluoromethyl Wittig Equivalent

A new synthesis of fluoromethyl phenyl sulphone (2) and the reaction of its conjugate base (3) with carbonyl compounds provides β-fluoro-alcohols (5), which are utilized to prepare terminal vinyl fluorides (8) via α-fluoro-α,β-unsaturated sulphones (6).