65946-62-5Relevant academic research and scientific papers
N, N, N -Triphenylselenylisocyanuric Acid (TPSCA): A New Versatile Reagent for α-Phenylselenenylation of Aldehydes and Ketones
Movassagh, Barahman,Takallou, Ahmad
supporting information, p. 2247 - 2252 (2015/09/28)
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
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Page/Page column 52-53; 101-102, (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
Synthesis of Spiro-Compounds: Use of Diselenoacetals for Generation of Quaternary Centres by Alkylation and Radical Cyclization
Set, Lu,Cheshire, David R.,Clive, Derrick L. J.
, p. 1205 - 1207 (2007/10/02)
Ketones are readily converted via the corresponding diphenyl diselenoacetals (2) into selenides (5) which undergo radical 5-exo cyclization to spiro-compounds (7) on treatment with triphenyltin hydride and azoisobutyronitrile; an analogous sequence serves
α-PHENYLSELENENYLATION D'ALDEHYDES - SYNTHESE SIMPLE D'α-CETOALDEHYDES A FONCTION CETONE PROTEGEE
Paulmier, Claude,Lerouge, Patrice
, p. 1557 - 1560 (2007/10/02)
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
A CONVENIENT METHOD FOR THE SYNTHESIS OF α-PHENYLSELENENYL CARBONYL COMPOUNDS
Miyoshi, Noritaka,Yamamoto, Tetsuya,Kambe, Nobuaki,Murai, Shinji,Sonoda, Noboru
, p. 4813 - 4816 (2007/10/02)
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.
N,N-DIETHYLBENZENESELENAMIDE: A USEFUL REAGENT FOR THE DIRECT SELENENYLATION OF ALDEHYDES
Jefson, Martin,Meinwald, Jerrold
, p. 3561 - 3564 (2007/10/02)
N,N-Diethylbenzeneselenamide reacts selectively with aldehydes, under mild conditions, to give α-phenylselenoaldehydes.
A mild oxidation of aldehydes to α,β-unsaturated aldehydes
Williams, David R.,Nishitani, Kiyoshi
, p. 4417 - 4420 (2007/10/02)
Phenylselenenyl chloride reacts with enamines at -110° C to give α-phenylselenoaldehydes, and oxidative elimination yields α,β-unsaturated aldehydes.
