75826-42-5

Upstream product

• 285-67-6 Cyclopentene oxide 
• 1666-13-3 diphenyl diselenide 
• 1111071-92-1 phenylselenyl zinc chloride 
• 142-29-0 cyclopentene 
• 62-53-3 aniline 
• 645-96-5 Benzeneselenol 
• 5707-04-0 Phenylselenyl chloride 

Downstream Products

• 106994-99-4 trans-1-(acrylamido)-2-(phenylseleno)cyclopentane 
• 285-67-6 (1S,5R)-6-Oxa-bicyclo[3.1.0]hexane 
• 106994-89-2 trans-1-(chloroacetamido)-2-(phenylseleno)cyclopentane 

Relevant academic research and scientific papers

Synthesis of β-hydroxy aryl selenides via transition-metal-free three-component reaction of arylamines, elemental selenium, and epoxides

An efficient protocol for the construction of valuable β-hydroxy aryl selenides from easily available arylamines, elemental selenium, and epoxides through a transition-metal-free radical process is described. A wide variety of β-hydroxy aryl selenides were obtained in good to excellent yields with excellent stereo- and regioselectivity. In this reaction, two C-Se bonds can be built along with the cleavage of a C-N and C-O bond, demonstrating the high step economy and efficiency of this approach.

Preparation of the first bench-stable phenyl selenolate: An interesting "on water" nucleophilic reagent

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

Lipase-catalyzed resolution of β-hydroxy selenides

Eleven β-hydroxy selenides were kinetically resolved using an immobilized lipase (Amano PS-C II) in toluene in the presence of vinyl acetate at 30 °C. This approach provided, in several cases, both enantiomers in high enantiomeric excess. The role of the size of substituents and the behaviour of cyclic β-hydroxy selenides is also discussed. Enantiopure β-hydroxy selenides are useful building blocks. As an application of this chemistry, enantiopure (1S,2R)-indene oxide was obtained in one step from the proper enantiopure β-hydroxy selenide.

Synthesis of β-hydroxy selenides using benzeneselenol and oxiranes under supramolecular catalysis in the presence of β-cyclodextrin in water

A simple and efficient method for the synthesis of β-hydroxy selenides is reported at room temperature in impressive yields for the first time by the highly the regioselective ring-opening of oxiranes with benzeneselenol in water under supramolecular cata

Tetrathiomolybdate assisted epoxide ring opening with masked thiolates and selenoates: Multistep reactions in one pot

Tetrathiomolybdate provides an easy access to β-hydroxy disulfides, β-hydroxy sulfides, and selenides from epoxides in a tandem, multistep process in one pot. This strategy has been utilized effectively in the construction of thiabicylo[3.2.2]nonane derivative 24.

Convenient preparation of ytterbium(III) chalcogenolate complexes by insertion of ytterbium into chalcogen-chalcogen bonds. Application in the ring-opening of epoxides

Convenient conditions are reported for the preparation of ytterbium(III) chalcogenolate complexes by insertion of ytterbium metal into the chalcogen- chalcogen bond of disulfides, diselenides, and ditellurides. The resulting complexes have been found to t

PHENYLSELENENYL CHLORIDE IN ACETONITRILE-WATER; A HIGHLY CONVENIENT REAGENT FOR HYDROXYSELENATION OF OLEFINS AND PREPARATION OF CYCLIC ETHERS FROM DIENES

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.

SYNTHESIS OF 2-NITROALKYL PHENYL SELENIDES AND THEIR CONVERSION TO NITROALKENES

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.