75600-40-7Relevant academic research and scientific papers
Iodide-promoted deselenylation of β-chloro-and β-oxyselenides to form alkenes and selenenyl iodides
Sase, Shohei,Ebisawa, Kazuaki,Goto, Kei
supporting information; experimental part, p. 766 - 768 (2012/09/22)
Deselenylation reaction of β-chloro-and β-oxyselenides proceeded efficiently by treatment with tetrabutylammonium iodide (TBAI) to afford alkenes in good yields. It was established that selenenyl iodides were formed in these reactions. Catalytic transformation of β-chloro-and β-oxyselenides to alkenes was also developed.
Preparation of the first bench-stable phenyl selenolate: An interesting "on water" nucleophilic reagent
Santi, Claudio,Santoro, Stefano,Battistelli, Benedetta,Testaferri, Lorenzo,Tiecco, Marcello
scheme or table, p. 5387 - 5390 (2009/05/07)
In this communication we report the synthesis and the characterization of the first solid and air-stable selenolates, starting from commercially available phenylselenenyl halides and elemental zinc. These reagents were efficiently employed in the ring ope
Iodosobenzene diacetate and diphenyl diselenide: An electrophilic selenenylating agent of double bonds
Tingoli, Marco,Tiecco, Marcello,Testaferri, Lorenzo,Temperini, Andrea
, p. 1769 - 1778 (2007/10/03)
Phenylseleno-acetoxylation, hydroxylation, etherification and lactonization products are obtained in good yields from the reaction of alkenes with diphenyl diselenide and iodosobenzene diacetate, in acetonitrile.
SYNTHESIS OF CONJUGATED NITROALKENES VIA NITROSELENENYLATION OF ALKENES
Hayama, Takashi,Tomoda, Shuji,Takeuchi, Yoshito,Nomura, Yujiro
, p. 4733 - 4734 (2007/10/02)
Addition of silver nitrite to 2-bromoalkyl phenyl selenide in the presence of mercury(II)chloride afforded 2-nitroalkyl phenyl selenide, wich upon oxidative deselenenylation provided the conjugated nitroalkene in excellent yield.
SYNTHESIS OF 2-NITROALKYL PHENYL SELENIDES AND THEIR CONVERSION TO NITROALKENES
Hayama, Takashi,Tomoda, Shuji,Takeuchi, Yoshito,Nomura, Yujiro
, p. 1109 - 1112 (2007/10/02)
Treatment of alkenes with benzeneselenenyl bromide followed by addition of silver nitrite provided a mixture of 2-nitroalkyl and 2-hydroxyalkyl phenyl selenides.Oxidation of the former selenides with hydrogen peroxide gave nitroalkenes in 90-93 percent yields.
Generation of Carbon-Carbon Double Bonds from β-Oxygenated Phenylseleno, Phenylthio, and Iodo Species. A New Use for the Chlorotrimethylsilane-Sodium Iodide Reagent
Clive, Derrick L.J.,Kale, Vilas N.
, p. 231 - 234 (2007/10/02)
A variety of β-oxygenated selenides, as exemplified by phenylseleno lactones, ethers, and alcohols are converted into olefins by treatment with Me3SiCl and NaI in MeCN; the reaction is stereospecific and can be extended to iodo and thio species.The conversion of 1,3, and 4 into 2-cyclopentene-1-acetic acid, of 5 into 2-(2-cyclopenten-1-yl)ethanol, and of 9 into (Z)-oct-4-ene illustrates the process.
