51533-22-3Relevant academic research and scientific papers
Visible-light-promoted selenofunctionalization of alkenes
Conner, Elizabeth S.,Crocker, Katherine E.,Fernando, Ranelka G.,Fronczek, Frank R.,Stanley, George G.,Ragains, Justin R.
, p. 5558 - 5561 (2013)
A visible-light-promoted method for the selenofunctionalization (and tellurofunctionalization) of alkenes has been developed. This method obviates the prepreparation of moisture-sensitive chalcogen electrophiles. The experimental setup is simple, and supe
A novel and efficient alkoxylselenenylation of alkenes
Fang, Yingguo,Yan, Jie
, p. 1039 - 1045 (2020/01/08)
A novel and efficient alkoxylselenenylation from alkenes, diselenides, and alcohols mediated by iodine is developed, with which a series of β-alkoxy selenides are synthesized. In this procedure, firstly, I2 reacts with diselenide to form in situ the active electrophilic selenium species RSeI, then following an electrophilic addition of it to alkenes provides β-alkoxy selenides with high regioselectivity and in good yields. This new method for achieving β-alkoxy selenides has some advantages over other methods such as using available and cheap iodine as the oxidizing species at room temperature, which makes this reaction has milder reaction conditions and simpler procedure.
Oxidation of diphenyl diselenide with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). A new method for the electrophilic phenylselenenylation of alkenes under mild conditions
Tiecco,Testaferri,Temperini,Bagnoli,Marini,Santi
, p. 1767 - 1771 (2007/10/03)
The oxidation of diphenyl diselenide with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) represents a convenient mild method to produce a strongly electrophilic phenylselenium reagent. Clean phenylseleno methoxylations and hydroxylations of alkenes containing different types of functional groups can be effected by working in methanol or in acetonitrile and water, respectively. This new electrophilic reagent can also be employed to promote efficient cyclization reactions of alkenols to tetrahydrofurans or of alkenoic acids to lactones.
Oxidation of Diphenyl Diselenide with Ceric Ammonium Nitrate: a Novel Route for Functionalization of Olefins
Bosman, Cesare,D'Annibale, Andrea,Resta, Stefano,Trogolo, Corrado
, p. 6525 - 6528 (2007/10/02)
Alkenes were reacted with diphenyl diselenide in presence of ceric ammonium nitrate in methanol, affording β-methoxyalkyl phenyl selenides in good yields.
Oxidative Cleavage of Diselenide by m-Nitrobenzenesulfonyl Peroxide. Novel Method for the Electrophilic Benzeneselenenylations of Olefins and Aromatic Rings
Yoshida, Masato,Sasage, Shuichi,Kawamura, Kyoko,Suzuki, Takashi,Kamigata, Nobumasa
, p. 416 - 422 (2007/10/02)
Diphenyl diselenide was found to be readily converted into benzeneselenenyl-m-nitrobenzenesulfonate (PhSeOSO2C6H4NO2-m) by treating with m-nitrobenzenesulfonyl peroxide.When the selenenyl sulfonate thus formed was allowed to react in situ with olefins, such as cyclohexene, 1-octene, or styrene, in the presence of various nucleophiles, the adducts of benzeneselenenyl group and a nucleophile were obtained.As the nucleophiles water, methanol, acetic acid, phenol, and anisole could be employed; oxyselenenylated : R=H, Me, Ac, and Ph) and arylselenenylated : R=H and Me) adducts were afforded.Phenol gave oxyselenenylated products in cyclohexene or 1-octene and arylselenenylated products in styrene.Efficient intramolecular cyclizations of unsaturated alcohols and carboxylic acids were similarly performed by the selenenyl sulfonate to afford corresponding benzeneselenenylated cyclic ethers and lactones.The selenenyl sulfonate was also found to be a highly reactive benzeneselenenylating reagent for aromatic rings, such as anisole, phenol, acetanilide, toluene, and benzene.
THE REACTION O DIPHENYL DISELENIDE WITH PEROXYDISULPHATE IONS IN METHANOL A CONVENIENT PROCEDURE TO EECT THE METHOXYSELENENYLATION O ALKENES
Tiecco, M.,Testaerri, L.,Tingoli, M.,Chianelli, D.,Bartoli, D.
, p. 1417 - 1420 (2007/10/02)
Methoxyselenenylation of several alkenes was efected, in one step, by oxidation of diphenyl diselenide with ammonium peroxydisulphate in methanol.
Novel Method for Electrophilic Selenenylation Using Diselenide with Nitrobenzenesulfonyl Peroxide
Yoshida, Masato,Satoh, Naomi,Kamigata, Nobumasa
, p. 1433 - 1436 (2007/10/02)
Diphenyl diselenide could be readily converted into cationic selenenylating reagent by treating with m-nitrobenzenesulfonyl peroxide, and the intermediate was reacted with olefins in the presence of methanol, phenol, or electorn-rich benzenes in one pot to afford methoxy-, phenoxy-, or arylselenenylated compounds, respectively.
A halide ion promoted electrochemical oxyselenenylation of olefins
Torii, Sigeru,Uneyama, Kenji,Ono, Michio
, p. 2741 - 2744 (2007/10/02)
A novel electrolytic transformation of olefins 1 into oxyselenides 2 has been performed in high yields and high regioselectivities by elctrolyzing olefins in protic solvents (MeOH, AcOH, H2O-MeCN) containing Et4NX (X = Cl, Br, I) and diphenyl diselenide using platinum foils.
