65946-61-4

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 78-84-2 isobutyraldehyde 
• 1666-13-3 diphenyl diselenide 
• 82737-08-4 N-(phenylselanyl)morpholine 
• 6651-34-9 2-methyl-1-(trimethylsilyloxy)-1-propene 
• 34837-55-3 Phenylselenyl bromide 
• 71098-88-9 N-phenylselanylphthalimide 

Downstream Products

• 91890-80-1 (E)-4-Methyl-4-phenylselanyl-pent-2-enoic acid ethyl ester 
• 100038-66-2 (E)-4-Methyl-4-phenylselanyl-pent-2-enoic acid methyl ester 
• 97962-97-5 C₁₇H₁₈Se₂ 
• 263262-51-7 N-benzyl-2-methyl-2-(phenylselanyl)propan-1-amine 
• 1239973-99-9 2-[2-hydroxy-3-methyl-3-(phenylselenenyl)butyl]-5,6-dimethoxy-3-methyl-4H-pyran-4-one 

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

ORGANOCATALYSTS AND METHODS OF USE IN CHEMICAL SYNTHESIS

The present invention pertains generally to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo--selective reactions, and the method of their synthesis and use. These compounds have the structure of the Formulas (I) and (II). Where X is independently selected from CH2, N-Ra, O, S or C=O; Y is CH2, N-Ra, O, S or C=O, with the proviso that at least one of X or Y is CH2, and preferably both of X and Y are CH2; Ra is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6alkyl including a C3-C6 cyclic alkyl group, or an optionally substituted aryl group, preferably an optionally substituted phenyl group; Rb is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 acyclic or a a C3-C6 cyclic alkyl group, CHO, N(Me)O, CO(S)Ra or the group of Formula (III). Where Rc and Rd are each independently H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C12 alkyl, more preferably a C1-C6 alkyl, and an optionally substituted aryl group, or together Rc and Rd form an optionally substituted carbocyclic or optionally substituted heterocyclic ring; R1 is OH, OR, NR'R", NHC(=O)R, NHSO2R; R2 is H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, an optionally substituted aryl group or a =O group (which establishes a carbonyl group with the carbon to which =O is attached; R3 is H, OH, F, C1, Br, I, Cl, an optionally substituted C1-C20 alkyl, alkenyl or alkynyl ("hydrocarbyl") group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl, such that the carbon to which R3 is attached has an R or S configuration; R is H, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group, R' and R" are each independently H, an optionally substituted C1-C20 alkyl group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group; or together R' and R" form an optionally substituted heterocyclic, preferably a 4 to 7 membered optionally substituted heterocyclic group or an optionally substituted heteroaryl ring with the nitrogen to which R' and R" are attached; and wherein said compound is free from a metal catalyst.

Direct, facile aldehyde and ketone α-selenenylation reactions promoted by L-prolinamide and pyrrolidine sulfonamide organocatalysts

A new catalytic method for direct α-selenenylation reactions of aldehydes and ketones has been developed. The results of exploratory studies have demonstrated that L-prolinamide is an effective catalyst for α-selenenylation reactions of aldehydes, whereas

A simple and efficient L-prolinamide-catalyzed α-selenenylation reaction of aldehydes

An efficient and simple L-prolinamide-catalyzed α-selenenylation reaction of aldehydes with N-(phenylseleno)phthalimide has been developed for the efficient preparation of a-phenylselenoaldehydes. Such compounds are versatile building blocks for the synth

PREPARATION OF 3-HYDROXYL-VINYL SELENIDES AND 1,3-BIS(SELENO)-PROPENES

Z and E 3-hydroxy-vinyl selenides can be prepared with very high stereoselectivity respectively by nucleophilic addition of selenolates to propargyl alcohols and by selenylation followed by LiAlH4 reduction of the same propargyl alcohols. 1,3-Bis(seleno)-

PROPRIETES DES α-PHENYLSELENOALDEHYDES REACTIONS DE WITTIG CONDUISANT A DES α-HYDROXYESTERS ET CETONES β,γ-ETHYLENIQUES ET A DES ALDEHYDES α,β-ETHYLENIQUES

Wittig and Wittig-Horner reactions with α-phenylselenoaldehydes lead to allylic selenides.The corresponding selenoxides undergo 2,3-sigmatropic rearrangement providing a route to α-hydroxy β,γ-ethylenic esters and ketones in good yields.In a some way, we prepare, also enals with an additional carbon.

α-PHENYLSELENENYLATION D'ALDEHYDES - SYNTHESE SIMPLE D'α-CETOALDEHYDES A FONCTION CETONE PROTEGEE

Morpholinophenylselenenamide 2 add to β-phenylselenoenamines 1a and yield β,β-bis(phenylseleno) enamines 4.These compound undergo hydrolysis to form bis(phenylseleno) ethanal 5a.Also, 2 react with enolic aldehydes to give α-phenylselenoaldehydes 3.This re