10548-83-1Relevant articles and documents
An efficient approach for the synthesis of novel methyl sulfones in acetic acid medium and evaluation of antimicrobial activity
Bollikolla, Hari Babu,Dasireddy, Chandra Rao,Kotra, Vijay,Ravi Kumar, Gollapudi,Varala, Ravi
, p. 1386 - 1394 (2020)
A series of nine methyl sulphones (3a-3i) starting from the aldehydes (1a-1i) were synthesized in two consecutive steps. In the first step, preparation of allyl alcohols (2a-2i) from their corresponding aldehydes by the reaction of sodium borohydride in methanol at room temperature is reported. Finally, methyl sulphones are synthesized by condensing sodium methyl sulfinates with allyl alcohols in the presence of BF3.Et2O in acetic acid medium at room temperature for about 2-3 h. The reaction conditions are simple, yields are high (85%-95%), and the products were obtained with good purity. All the synthesized compounds were characterized by their 1H, 13C NMR, and mass spectral analysis. All the title compounds were screened for antimicrobial activity. Among the compounds tested, the compound 3f has inhibited both Gram positive and Gram negative bacteria effectively and compound 3i has shown potent antifungal activity. These promising components may help to develop more potent drugs in the near future for the treatment of bacterial and fungal infections.
Oxygenation of styrenes catalyzed by N-doped carbon incarcerated cobalt nanoparticles
Yasukawa, Tomohiro,Kobayashi, Shū
supporting information, p. 1980 - 1985 (2019/12/24)
NCI-Co catalyzed olefin oxygenation reactions were investigated. Among the metals examined, including noble metals, the reaction proceeded specifically on Co catalysts, and nitrogen dopant was crucial for the catalytic activity. The presence of NaBH4 as a hydride source, the corresponding alcohols were obtained in high yields. The substrates bearing a reductant-sensitive functional group were made tolerant by changing the reductant and using an additive, and furthermore, the corresponding ketones were accessed by changing reaction conditions. A preliminary examination of other SOMOphiles suggested that the heterogeneous catalyst systems have the potential to be applied to more general hydrofunctionalization of olefins to form various kinds of bonds. Several mechanistic studies suggested that the reaction proceeded in a heterogeneous manner and formed a radical intermediate on cobalt nanoparticle species.
Methoxy-substituted stilbenes, styrenes, and 1-arylpropenes: Photophysical properties and photoadditions of alcohols
Roberts, Jeffrey C.,Pincock, James A.
, p. 1480 - 1492 (2007/10/03)
The photochemistry of trans-stilbene and four methoxy-substituted stilbene derivatives has been investigated in a variety of solvents. The fluorescence of all five trans isomers was quenched by 2,2,2-trifluoroethanol (TFE). Upon irradiation of the five substrates in TFE, the products derived from photoaddition of the solvent were detected. Nuclear magnetic resonance spectroscopy of the products formed by irradiation in TFE-OD indicated that the proton and nucleophile are attached to two adjacent atoms of the original alkene double bond. Irradiation of the corresponding methoxy-substituted styrenes and trans-1-arylpropenes in TFE produced the analogous solvent adducts. The photoaddition of TFE proceeded with the general order of reactivity: styre > trans-1-arylpropenes > trans-stilbenes. Transient carbocation intermediates were observed following laser flash photolysis of the stilbenes in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). The results are consistent with a mechanism that involves photoprotonation of the substrates by TFE or HFIP, followed by nucleophilic trapping of short-lived carbocation intermediates. Compared to the other stilbene derivatives, trans-3,5-dimethoxystilbene displayed a large quantum yield of fluorescence and a low quantum yield of trans-cis isomerization in polar organic solvents. The unique photophysical properties of trans-3,5-dimethoxystilbene are attributed to formation of a highly polarized charge-transfer excited state (μe = 13.2 D).
