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 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.
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.
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.
