73090-40-1

Upstream product

• 6940-76-7 1-iodo-3-chloro-propane 
• 1666-13-3 diphenyl diselenide 
• 109-70-6 1.3-chlorobromopropane 
• 2179-79-5 phenyl selenocyanate 

Downstream Products

• 1237786-98-9 C₂₆H₂₆N₄Se₂ 
• 1237787-02-8 C₂₆H₂₆N₄Se₂ 
• 1384457-32-2 C₁₃H₁₇N₂Se⁽¹⁺⁾*Cl^(1-) 
• 191542-40-2 1-<3-(phenylselanyl)propyl>-2-tosyl-1H-imidazole 
• 191542-43-5 1-<3-(phenylselanyl)propyl>-2-(phenylsulfanyl)-1H-benzimidazole 
• 191542-46-8 1-<3-(phenylselanyl)propyl>-2-(phenylsulfonyl)-1H-imidazole 
• 122184-76-3 1-iodo-3-(phenylselanyl)propane 

Relevant academic research and scientific papers

Oxidation of alcohols to aldehydes and ketones using selenium ionic liquid

A new type of ionic liquid supported selenium reagents were synthesized and found to be an excellent catalyst in the oxidation of alcohols to aldehydes and ketones in the presence of 30% H2O2. The predictable solubility of ionic liquids allows an easy separation of the oxidation products from the reaction mixture. Furthermore, the oxidation reaction can be carried out using an ionic liquid as the solvent, and the ionic liquid-supported selenium reagents can be recycled and used for four times with a little decrease in catalytic performance.

Radical cyclisation onto imidazoles and benzimidazoles

New synthetic methodology has been developed for the synthesis of [1,2- a]fused imidazoles and benzimidazoles using intramolecular homolytic aromatic substitution. In the intramolecular substitution, N-(ω-alkyl) radicals are generated using Bu3SnH from N-(ω-phenylselanyl)alkyl side chains. Phenylselanyl groups are used as radical leaving groups to avoid problems in the N-alkylation of imidazoles and benzimidazoles. Arylsulfones for imidazoles, and phenylsulfides for benzimidazoles, are used at the leaving groups in the homolytic substitutions.

Radical cyclisations of imines and hydrazones

Radical cyclisation of sp3 carbon-centred radicals onto imines and hydrazones provides a new method for the synthesis of 5- and 6-membered ring nitrogen heterocycles. Cyclisation onto the electrophilic carbon of the C=N group and 5-exo stereoelectronic selectivity are the dominating mechanistic parameters. The C-centred radical intermediates were generated from benzeneselenyl precursors using Bu3SnH.

Facile Oxyselenation of Olefins in the Presence of Copper(II) or Copper(I) Chloride as Catalyst

Treatment of olefinic hydrocarbons with phenyl selenocyanate in alcohol in the presence of copper(II) or copper(I) chloride affords β-alkoxyalkyl phenyl selenide in good yield.Similar reactions in aqueous tetrahydrofuran or acetic acid-chloroform give the corresponding selenide.The reaction is trans stereospecific in the cases of trans-2-butene, cis-2-butene, and cyclohexene and regiospecific in the cases of styrene, acrylaldehyde, crotonaldehyde, and vinylacetate, respectively.The reaction proceeds even with a catalytic amount of copper(II) chloride.Of the various transition-metal salts examined, nickel(II) halides are similar to copper(II) or copper(I) halides as catalyst; the chlorides of Cr(III) and Co(II) are moderately effective, while the chlorides of Mn(II), Fe(III), Fe(II), Zn(II), Ag(I), Cd(II), Hg(II), Hg(I), Tl(III), and Tl(I) are almost ineffective.The use of the pyridine complex of copper or nickel halides suppresses the reaction.The reaction is presumed to proceed via (i) the polarization of the Se-CN bond by coordination of the effective metal salt to the cyano group and (ii) a nucleophilic attack of olefin on the polarized selenium.The substituent parameters of phenylseleno and selenocyanato groups for 13C NMR have been found to be +13 and +15 to 16 ppm for the α carbon and +6 and +6 to 7 ppm for the β carbon, respectively.