78998-73-9Relevant academic research and scientific papers
Iodosobenzene-Mediated Three-Component Selenofunctionalization of Olefins
Liang, Zhi-Peng,Yi, Wei,Wang, Peng-Fei,Liu, Gong-Qing,Ling, Yong
, p. 5292 - 5304 (2021/04/06)
A three-component reaction of olefin, diselenide and water, alcohols, phenol, carboxylic acid, or amine by a commercially available hypervalent iodine(III) reagent, PhIO, was developed. This method provides access to a wide range of vicinally functionalized selenoderivatives under ambient conditions with mostly excellent yields and high diastereoselectivity. The developed reaction displays high levels of functional group compatibility and is suitable for the late-stage functionalization of styrene-functionalized biomolecules. Preliminary investigations on the mechanism of the reaction are also presented.
Active metallic indium-mediated ring-opening of epoxides with diphenyl diselenides: A novel one-pot synthesis of β-hydroxy selenides in aqueous media
Chen, Xian,Wu, Huayue,Su, Weike,Xu, Rong,Liu, Miaochang,Ding, Jinchang
, p. 325 - 327 (2008/02/12)
An efficient and simple one-pot procedure for the synthesis of β-hydroxy selenides in aqueous media through highly regioselective ring-opening of epoxides with diphenyl diselenide in the presence of active metallic indium is described.
Stereo- and regioselective zinc-mediated ring-opening of epoxides with diselenides
Movassagh, Barahman,Shamsipoor, Mojgan
, p. 1316 - 1318 (2007/10/03)
Two convenient rapid, efficient, stereoselective and highly regioselective methods for the synthesis of β-hydroxy selenides by the direct opening of epoxides with diselenides in acetonitrile in the presence of either Zn/AlCl 3 or zinc powder in
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.
A convenient procedure for the preparation of organic selenides
Sakakibara,Katsumata,Watanabe,Toru,Ueno
, p. 377 - 379 (2007/10/02)
Treatment of diphenyl diselenide with tributylphosphine in an alkaline medium forms phenylselenolate ion which converts alkyl halides, α,β-unsaturated ketones, and epoxides into alkyl selenides, (phenylseleno)alkenones, and β-(phenylseleno)alkanols, respe
N-PHENYLSELENOPHTHALIMIDE (NPSP) A VALUABLE SELENENYLATING AGENT
Nicolaou, K. C.,Petasis, N. A.,Claremon, D. A.
, p. 4835 - 4842 (2007/10/02)
The phenylseleno group (PhSe) has evolved in recent years as a very useful and versatile functionality.Its facile introduction into organic molecules and its subsequent oxidative or reductive removal, has allowed many important synthetic transformations.D
PHENYLSELENENYL CHLORIDE IN ACETONITRILE-WATER; A HIGHLY CONVENIENT REAGENT FOR HYDROXYSELENATION OF OLEFINS AND PREPARATION OF CYCLIC ETHERS FROM DIENES
Toshimitsu, Akio,Aoai, Toshiaki,Owada, Hiroto,Uemura, Sakae,Okano, Masaya
, p. 5301 - 5306 (2007/10/02)
The reaction of phenylselenenyl chloride with olefins in aqueous acetonitrile affords β-hydroxyalkyl phenyl selenides in excellent yields, providing the most convenient method for hydroxyselenation of olefins so far reported.When the reaction was applied to conjugated dienes, monohydroxyselenated products were obtained in good to excellent yields.From non-conjugated dienes, on the other hand, cyclic ethers containing two phenylseleno groups were produced in good to excellent yields, the first step of this reaction being the hydroxyselenation of one double bond.
