68560-66-7Relevant academic research and scientific papers
Aryl Radical-Mediated Alkenylation of Alkyl Halides
Chaambi, Ahmed,Kurtay, Gülbin,Abderrahim, Raoudha,Robert, Frédéric,Landais, Yannick
, (2019/08/20)
The free-radical alkenylation of a range of alkyl iodides with a vinyldisulfones has been carried out, leading to the desired vinylsulfones in moderate to good yields under mild conditions. The process is initiated by an aryl radical which abstracts the iodine atom from the alkyl iodide to form a C-centered radical intermediate, the addition of which onto the vinyldisulfone providing the final vinylsulfone. The aryl radical is generated in situ through a single-electron transfer from an electron donor-acceptor complex (EDA) formed between a diaryliodonium salt (Ph2I+ PF6?) and triethylamine.
Reductive alkylation of electronegatively-substituted alkenes by alkylmercury halides
Russell, Glen A.,Shi, Bing Zhi,Jiang, Wan,Hu, Shuiesheng,Kim, Byeong H.,Baik, Woonphil
, p. 3952 - 3962 (2007/10/02)
Photolysis of alkylmercury halides in the presence of electronegatively-substituted 1-alkenes yields adduct radicals [RCH2CH(EWG).] that in some cases react with RHgX to form RCH2CH(HgX)(EWG), e.g., EWG = (EtO)2PO or PhSO2. When the EWG is carbonyl or cyano, the resonance stabilized adduct radicals fail to react with the alkyl mercury halide. In these cases photolysis with RHgCl/KI in Me2SO leads to the adduct mercurial via reaction of the adduct radicals with RHgI2-. The reactions of tertiary-enolyl adduct radicals are inefficient with RHgX/KI, and disproportionation of the adduct radicals is the major reaction pathway. For secondary- or tertiary-adduct radicals the reductive alkylation products are formed in excellent yield by reaction with RHgCl and silyl hydrides in Me2SO solution in a process postulated to involve RHgH as an intermediate. The relative reactivities of a number of α,β-unsaturated systems toward t-Bu. have been measured by competitive techniques. The results demonstrate a high reactivity of s-cis enones relative to the s-trans conformers.
Preparation of Vinylic Sulphones by Peterson Olefination using Phenyl Trimethylsilylmethyl Sulphone
Craig, Donald,Ley, Steven V.,Simpkins, Nigel S.,Whitham, Gordon H.,Prior, Michael J.
, p. 1949 - 1952 (2007/10/02)
The anion generated from phenyl trimethylsilylmethyl sulphone using butyl-lithium in dimethoxyethane, readily reacts at -78 deg C with various carbonyl compounds to afford vinylic sulphones on work-up at room temperature.The reaction conditions are tolera
Peterson Olefination using Phenylsulphonyltrimethylsilylmethane. A New Preparation of Vinylic Sulphones
Ley, Steven V.,Simpkins, Nigel S.
, p. 1281 - 1282 (2007/10/02)
The anion from phenylsulphonyltrimethylsilylmethane reacts, in 1,2-dimethoxyethane at -78 deg C, with both aldehydes and ketones to give the corresponding alkenyl phenyl sulphones in good yield.
