62242-07-3

Upstream product

• 51425-53-7 (E)-3-[(trimethylsilyl)oxy]pent-2-ene 
• 120166-46-3 1-chloro-1-ethoxy-2-(phenylseleno)ethane 
• 96-22-0 pentan-3-one 
• 1666-13-3 diphenyl diselenide 
• 5707-04-0 Phenylselenyl chloride 
• 645-96-5 Benzeneselenol 
• 42572-42-9 phenylselenium trichloride 
• 104755-30-8 C₁₁H₁₄Cl₂OSe 

Downstream Products

• 56253-60-2 trimethyl-phenylselanylmethyl-silane 
• 84993-27-1 2-Phenylselanyl-3-trimethylsilanylmethyl-pentan-3-ol 
• 104755-30-8 C₁₁H₁₄Cl₂OSe 
• 1666-13-3 diphenyl diselenide 
• 84993-30-6 ((E)-2-Ethyl-but-2-enylselanyl)-benzene 
• 1629-58-9 4-penten-3-one 
• 831200-99-8 2-allyl-1-benzyl-2-ethyl-3-methylaziridine 
• 831200-80-7 phenyl-N-(2-(phenylselanyl)pentan-3-ylidene)methanamine 

Relevant academic research and scientific papers

K2S2O8-promoted C-Se bond formation to construct α-phenylseleno carbonyl compounds and α,β-unsaturated carbonyl compounds

A novel K2S2O8-promoted C-Se bond formation from cross-coupling under neutral conditions has been developed. A variety of aldehydes and ketones react well using K2S2O8 as the oxidant in the absence of catalyst and afford desired products in moderate to excellent yields. This protocol provides a very simple route for the synthesis of α-phenylseleno carbonyl compounds and α,β-unsaturated carbonyl compounds.

N, N, N -Triphenylselenylisocyanuric Acid (TPSCA): A New Versatile Reagent for α-Phenylselenenylation of Aldehydes and Ketones

A new, versatile reagent, N,N,N-triphenylselenyl-isocyanuric acid (TPSCA) has been prepared, characterized, and used as a source of the electrophilic phenylselenyl group. This relatively stable compound was utilized for an efficient α-selenenylation react

α-Organylchalcogenation of aldehydes and ketones with diorganyl dichalcogenides promoted by K3PO4

A new catalytic method for direct α-organylchalcogenation of aldehydes and ketones has been developed. When various aldehydes and ketones were allowed to react with diorganyl dichalcogenides in the presence of K 3PO4, under mild reac

α-Phenylselenenylation of aldehydes and ketones with diphenyl diselenide mediated by KF/Al2O3

The utility of KF/Al2O3 for the synthesis of α-phenylseleno aldehydes and ketones from the corresponding aldehydes or ketones and diphenyl diselenide has been investigated. Simple stirring of a mixture of aldehyde or ketone and diphe

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

Methods for the introduction of a Phenylselenium Dichloride Group into he α-position of Carbonyl Compounds. Syntheses of Enones.

Phenylselenium trichloride, PhSeCl3, direcly introduced, in fair yield, a PhSeCl2 group into the α-position of ketones with loss of HCl.To some extent, depending on the substrate, this reagent was also shown to act as a chlorinating agent toward ketones, yielding α-chloro ketones and α-phenylselenenyl ketones.The latter compounds were readily converted to selenium(IV) dichlorides by SO2Cl2 chlorination to significantly improve the overall yields of the selenetion process.The consecutive treatment of ketones with PhSeCl and SO2Cl2 could also be used for the introduction of a PhSeCl2 group, but this procedure was usually less efficient than the PhSeCl3-based one.Unsymmetrical ketones were selenated with poor regiocontrol.Aldehydes were primarily chlorinated by treatment with PhSeCl3, but consecutive treatment with PhSeCl3 and SO2Cl2 introduced a PhSeCl2 group into the α-position.Carboxylic acids and esters were ureactive toward PhSeCl3 and PhSeCl.PhSeCl3 underwent addition reactions with enones to introduce a PhSeCl2 group α or β to the carbonyl group, depending on the substrate.The carbonyl compounds substituted in the α-position with a PhSeCl2 group were easily converted to the corresponding α,β-unsaturated carbonyl compounds after hydrolysis/selenoxide elimination.Since the selenium(IV) intermediates involved were highly crustalline and easy to purify, the preparation of enones from symmetrical ketones via PhSeCl2 introduction/hydrolytic elimination was especially convenient to perform from the operational point of view.

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.

A CONVENIENT METHOD FOR THE SYNTHESIS OF α-PHENYLSELENENYL CARBONYL COMPOUNDS

Treatment of ketones or aldehydes with selenium dioxide and diphenyl diselenide in the presence of acid catalyst afforded the corresponding α-phenylselenenyl carbonyl compounds in good yields.