16619-62-8Relevant articles and documents
Palladium-Catalyzed Reductive [5+1] Cycloaddition of 3-Acetoxy-1,4-enynes with CO: Access to Phenols Enabled by Hydrosilanes
Li, Jin-Heng,Luo, Shenglian,Song, Ren-Jie,Wu, Li-Jun
supporting information, p. 13308 - 13312 (2018/09/21)
A new palladium-catalyzed reductive [5+1] cycloaddition of 3-acetoxy-1,4-enynes with CO, enabled by hydrosilanes, has been developed for delivering valuable functionalized phenols. This methodology employs hydrosilanes as the external reagent to facilitate the [5+1] carbonylative benzannulation. The reaction is a conceptually and mechanistically novel carbonylative cycloaddition route for the construction of substituted phenols, through the formation of four new chemical bonds, with excellent functional-group tolerance.
Synthesis of Sulfoxides by the Hydrogen Peroxide Induced Oxidation of Sulfides Catalyzed by Iron Tetrakis(pentafluorophenyl)porphyrin: Scope and Chemoselectivity
Baciocchi, Enrico,Gerini, Maria Francesca,Lapi, Andrea
, p. 3586 - 3589 (2007/10/03)
The oxidation of sulfides with H2O2 catalyzed by iron tetrakis(pentafluorophenyl)porphyrin in EtOH is an efficient and chemoselective process. With a catalyst concentration 0.03-0.09% of that of the substrate, sulfoxides are obtained with yields generally around 90-95% of isolated product. With vinyl and allyl sulfides, no epoxidation is observed. With a catalyst concentration between 0.09% and 0.25% of that of the substrate, sulfones are obtained in almost quantitative yield and with the same high chemoselectivity observed in the synthesis of sulfoxides.
Steric and Resonance Effects on the Kinetics of Oxidation of Organic Sulfides by Quinolinium Fluorochromate
Karunakaran, Kulandaivelu,Gurumurthy, Rajagopala,Elango, Kuppannagounder Pitchaimuthu
, p. 297 - 299 (2007/10/03)
Kinetics of oxidation of dialkyl, alkyl phenyl and benzal methyl phenyl sulfides to their sulfoxides by quinolinium fluorochromate (QFC) have been followed in aqueous acetic acid. The order of the reaction is found to be one each with respect to QFC, H3O+ and the sulfide. Increase in the dielectric constant of the medium decreases the rate, while variation in ionic strength has no perceptible change in the rate. The steric effect plays a dominant role to decide the rate of the reaction rather than the inductive effect. In the case of benzal methylphenyl sulfide, the larger rate is due to the resonance effect. Attack of protonated QFC on the organic sulfide in a slow step, is rate-determining one.
