61759-12-4Relevant academic research and scientific papers
K2S2O8-promoted C-Se bond formation to construct α-phenylseleno carbonyl compounds and α,β-unsaturated carbonyl compounds
Yang, Xue-Yan,Wang, Ruizhe,Wang, Lu,Li, Jianjun,Mao, Shuai,Zhang, San-Qi,Chen, Nanzheng
, p. 28902 - 28905 (2020/08/25)
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.
α-Organylchalcogenation of aldehydes and ketones with diorganyl dichalcogenides promoted by K3PO4
Movassagh, Barahman,Yousefi, Ali
, p. 1173 - 1177 (2014/06/24)
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
Enantioselective synthesis of α-alkyl,α-vinyl amino acids via [2,3]-sigmatropic rearrangement of selenimides
Armstrong, Alan,Emmerson, Daniel P. G.
supporting information; experimental part, p. 1040 - 1043 (2011/05/05)
Chiral α-alkyl,α-vinyl amino acids (quaternary vinyl glycine derivatives) are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of allylic selenimides. The required trisubstituted allylic selenides are prepared by an orga
α-Phenylselenenylation of aldehydes and ketones with diphenyl diselenide mediated by KF/Al2O3
Nazari, Mohammad,Movassagh, Barahman
experimental part, p. 1453 - 1455 (2009/05/31)
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
KF/Al2O3 and PEG-400 as a recyclable medium for the selective α-selenation of aldehydes and ketones. Preparation of potential antimicrobial agents
Victoria, Francine Novack,Radatz, Cátia S.,Sachini, Maraisa,Jacob, Raquel G.,Perin, Gelson,da Silva, Wladimir P.,Lenard?o, Eder J.
experimental part, p. 6761 - 6763 (2010/04/27)
2-Phenylseleno aldehydes and ketones were selectively obtained using solid-supported catalyst (KF/Al2O3) and PEG-400 as clean, recyclable medium in good to excellent yields. The method was applied in the preparation of highly functio
ORGANOCATALYSTS AND METHODS OF USE IN CHEMICAL SYNTHESIS
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Page/Page column 52-53; 97-98, (2010/02/15)
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
Wang, Jian,Li, Hao,Mei, Yujiang,Lou, Bihshow,Xu, Dingguo,Xie, Daiqian,Guo, Hua,Wang, Wei
, p. 5678 - 5687 (2007/10/03)
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
Wang, Wei,Wang, Jian,Li, Hao
, p. 2817 - 2820 (2007/10/03)
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
Use of phenylselenium trichloride for simple and rapid preparation of α-phenylselanyl aldehydes and ketones
Houllemare, Didier,Ponthieux, Sylvain,Outurquin, Francis,Paulmier, Claude
, p. 101 - 106 (2007/10/03)
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
N-(Phenylseleno)Phthalimide: A Useful Reagent For The α-Selenylation Of Ketones And Aldehydes.
Cossy, Janine,Furet, Nathalie
, p. 7755 - 7756 (2007/10/02)
Α-phenylselenoketones and α-phenylselenoaldehydes are obtained with a good regioselectivity by treatment of the corresponding ketones or aldehydes with N-(phenylseleno)phthalimide and p-toluenesulfonic acid. - Key words: Ketones, α-phenylselenoketones, N-
