104755-34-2

Upstream product

• 17510-46-2 3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene 
• 120166-46-3 1-chloro-1-ethoxy-2-(phenylseleno)ethane 
• 68253-31-6 (2R,3S)-2-Chloro-3-phenylselanyl-tetrahydro-pyran 
• 106-95-6 allyl bromide 
• 13547-70-1 1-chloro-3,3-dimethyl-butan-2-one 
• 1666-13-3 diphenyl diselenide 
• 5469-26-1 1-Bromopinacolon 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 5707-04-0 Phenylselenyl chloride 
• 42572-42-9 phenylselenium trichloride 
• 104791-83-5 C₁₂H₁₆Cl₂OSe 
• 645-96-5 Benzeneselenol 

Downstream Products

• 281669-94-1 N-allyl-2-amino-3,3-dimethylbutyl phenyl selenide 
• 263262-54-0 N-benzyl-3,3-dimethyl-1-(phenylselanyl)butan-2-amine 
• 14971-39-2 benzeneselenolate ion 

Relevant academic research and scientific papers

A radical cyclization route to cyclic imines

A novel route to cyclic imines based on 5-exo radical cyclization is explored. The radical precursors are imines prepared from allylamine and readily available α-phenylselenenyl ketones.

General synthesis of alkyl phenyl selenides from organic halides mediated by zinc in aqueous medium

Organic halides of different structural types react with diphenyl diselenide and zinc dust in aqueous medium to give alkyl phenyl selenides. Benzylic and allylic bromides, α-bromoesters, acids and ketones and some primary alkyl iodides produce high yields even under acidic conditions. Less reactive halides need basic medium. The reaction proceeds equally well in the presence of various unprotected functional groups. Control experiments support a SH2 mechanism via alkyl radicals.

Use of phenylselenium trichloride for simple and rapid preparation of α-phenylselanyl aldehydes and ketones

α-Phenylselanyl aldehydes are prepared on a large scale by reaction of PhSeCl3 with the corresponding aldehydes in acetonitrile without isolation of the intermediate dichloro adducts. This method has been applied to α-phenylselanyl ketones deri

Allylation and benzylation of enoltes derived from β-phenylselanyl silyl enol ethers

α-Phenylselanyl γ-unsaturated ketones were obtained through allylation of enolates generated by potassium t-butoxide cleavage of β-phenylselanyl silyl enol ethers derived from α-phenylselanyl ketones. With enoxysilanes prepared from α-phenylselanyl aldehydes, O-allylation and O-benzylation of the corresponding enolates were also observed.

PHENYL SELENIUM TRICHLORIDE IN SYNTHESIS. REACTION WITH KETONES. A NEW VARIATION OF THE SELENOXIDE ELIMINATION REACTION

Phenyl selenium trichloride was used for the introduction of a PhSeCl2-group into the α-position of ketones.These products were converted to enones (hydrolysis/selenoxide elimination) or α-phenylselenoketones (thiourea-reduction).

ALKENE CARBOSULPHENYLATION AND CARBOSELENYLATION: THE USE OF ALLYLTRIMETHYLSILANE AND O-SILYLATED ENOLATES.

Allyltrimethylsilane, as well as O-silylated enolates, can be alkylated by the PhSCl adducts of alkenes and vinyl ethers (1, X=SPh); the PhSeCl analogues (1, X=SePh), however, are less useful for alkylation purposes due to competing nucleophilic attack at selenium.