18631-54-4

Upstream product

• 536-38-9 4-chlorobenzoylmethyl bromide 
• 75-18-3 dimethylsulfide 
• 19158-57-7 (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide 

Downstream Products

• 59931-66-7 6-(4-chlorophenyl)-3,4-diphenyl-α-pyrone 
• 29574-62-7 1,3-bis(4-chlorophenyl)propane-1,2,3-trione 
• 65159-98-0 phenacyl p-chlorophenacyl sulphide 

Relevant academic research and scientific papers

Binuclear mercury(II) complexes of sulfonium ylides: Synthesis, structural characterization and anti-bacterial activity

Reaction of α-keto stabilized sulfonium ylides (Me) 2SCHC(O)C6H4R (R = p-Me (a); p-Cl (b)) with HgX2 (X = Cl, Br and I) in equimolar ratios using methanol as solvent leads to binuclear products of the type [HgX2(ylide)]2 (X = Cl (1), Br (2) and I (3)). Single crystal X-ray diffraction analysis reveals the presence of unexpected asymmetric halide-bridged dinuclear structures for 1a and 2b. Characterization of the compounds by IR, 1H- and 13C NMR spectroscopy confirmed coordination of the ylide to the metal through the carbon atom. In addition, the antibacterial effects of DMSO-solutions of the complexes were investigated by the disc diffusion method against three Gram positive and three negative bacteria. All complexes represent antibacterial activity against these bacteria with high levels of inhibitory potency exhibited against the Gram-positive species.

Ring-opening cyclization of spirocyclopropanes with stabilized sulfonium ylides for the construction of a chromane skeleton

Regioselective ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes with stabilized sulfonium ylides provided 2,3-trans-disubstituted 2,3,4,6,7,8-hexahydro-5H-1-benzopyran-5-ones in high yields without the formation of any isomers. The o

METAL-YLIDE COMPLEXES: MERCURY(II), CADMIUM(II), COBALT(II), AND NICKEL(II) COMPLEXES OF AMBIDENTATE SULFONIUM YLIDES

The mercury(II), cadmium(II), cobalt(II) and nickel(II) halide complexes with stable sulfur ylides have been prepared from phenacylidenedimethylsulfurane, 4-chlorophenacylidenedimethylsulfurane, 4-metylphenacylidenedimethylsulfurane, and 4-methoxyphenacyl

Visible-Light-Promoted Polysubstituted Olefins Synthesis Involving Sulfur Ylides as Carbene Trapping Reagents

A blue-light-emitting diode (LED) promoted coupling of aryl diazoacetates with sulfur ylides is described. This protocol features mild conditions, good functional group tolerance, and broad substrate scope for both aryl diazoacetates with sulfur ylides. Under optimal reaction conditions, a wide range of trisubstituted olefins is obtained in moderate to good yield, which can be further transferred to other biologically important heterocycles after a two-step simple operation.

Synthesis of functionalized thietanes via electrophilic carbenoid-induced ring expansion of thiiranes with sulfonium acylmethylides as carbene precursors

Various functionalized thietanes were prepared from thiiranes via an electrophilic ring expansion with rhodium carbenoids as electrophiles generated from safe and readily accessible dimethylsulfonium acylmethylides. The reaction appears to proceed through electrophilic metallocarbenoid-induced activation of thiiranes, nucleophilic ring-opening of the activated thiiranes with dimethyl sulfide as a transient nucleophile, and nucleophilically intramolecular cyclization. The Umpolung from the nucleophilic ylides to the electrophilic carbenoids plays an important role in both the activation and ring opening of thiiranes and subsequent cyclization. The current method provides a new strategy for the efficient preparation of functionalized thietanes from readily available thiiranes.

1,6-Conjugated Addition-Mediated [2+1] Annulation: Approach to Spiro[2.5]octa-4,7-dien-6-one

A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective and exhibited good functional group tolerance and scalability without the use of metals and bases.

Unusual fluorescent properties of novel fluorophores, 6-aryl-3,4-diphenyl-α-pyrone derivatives

Novel fluorophores, 6-aryl-3,4-diphenyl-α-pyrones, were synthesized and their spectroscopic properties investigated in the form of evaporated films on plain glass slides, as well as in the solid and solution states. An electron-donating aryl group on the 6-position of the pyrones causes a red-shift in the absorption and fluorescent maxima. In the solid states, they show intense blue-to-orange fluorescence, but not in solution. This unusual fluorescent property is caused by fixing the 6-aryl group of the pyrones, and is the result of molecular packing. These interactions induce a pathway for radiative decay, which is associated with intense fluorescence emission only in the solid state.