60466-31-1Relevant academic research and scientific papers
Solvent-controlled halo-selective selenylation of aryl halides catalyzed by Cu(II) supported on Al2O3. A general protocol for the synthesis of unsymmetrical organo mono- and bis-selenides
Chatterjee, Tanmay,Ranu, Brindaban C.
, p. 7145 - 7153 (2013/08/23)
Alumina-supported Cu(II) efficiently catalyzes selenylation of aryl iodides and aryl bromides by diaryl, dialkyl, and diheteroaryl diselenides in water and PEG-600, respectively, leading to a general route toward synthesis of unsymmetrical diaryl, aryl-alkyl, aryl-heteroaryl, and diheteroaryl selenides. A sequential reaction of bromoiodobenzene with one diaryl/diheteroaryl/dialkyl diselenide in water and another diaryl/diheteroaryl/dialkyl diselenide in PEG-600 in the second step produces unsymmetrical diaryl, diheteroaryl, or aryl-alkyl bis-selanyl benzene. A library of functionalized organo mono- and bis-selenides, including a potent biologically active molecule and a couple of analogues of bioactive selenides, were obtained in high yields by this protocol. The reactions are chemoselective and high yielding. The Cu-Al2O 3 catalyst is recycled for seven runs without any appreciable loss of activity.
Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides
Gonalves, Loren C.,Fiss, Gabriela F.,Perin, Gelson,Alves, Diego,Jacob, Raquel G.,Lenard?o, Eder J.
supporting information; experimental part, p. 6772 - 6775 (2011/02/24)
We described herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be directly reused for further cross-coupling reactions.
Copper nano-catalyst: Sustainable phenyl-selenylation of aryl iodides and vinyl bromides in water under ligand free conditions
Saha, Amit,Saha, Debasree,Ranu, Brindaban C.
experimental part, p. 1652 - 1657 (2009/06/28)
A simple and efficient procedure for the synthesis of aryl- and vinyl-selenides has been developed by a copper nanoparticle catalysed reaction of aryl iodide/vinyl bromide with diphenyl diselenide in the presence of zinc in water. (E)-Vinyl bromides produce (E)-vinyl selenides stereoselectively, whereas (Z)-vinyl bromides provide mixtures of (E) and (Z) isomers. The catalyst was recycled.
A simple and general preparation of vinylic sulfides, selenides and tellurides
Silveira, Claudio C.,Santos, Paulo Cesar S.,Mendes, Samuel R.,Braga, Antonio L.
scheme or table, p. 3787 - 3790 (2009/04/06)
A general method for the synthesis of vinylic chalcogenides by nucleophilic and Ni-catalyzed vinylic substitution on vinylic halides by phenyl chalcogenolates is described. The reactions were regio and stereoselective for the nickel catalyzed substitution
Indium(I) iodide promoted cleavage of diphenyl diselenide and disulfide and subsequent palladium(0)-catalyzed condensation with vinylic bromides. A simple one-pot synthesis of vinylic selenides and sulfides
Ranu, Brindaban C.,Chattopadhyay, Kalicharan,Banerjee, Subhash
, p. 423 - 425 (2007/10/03)
Diphenyl diselenide (and disulfide) undergo facile reaction with indium(I) iodide and the corresponding intermediate complex condenses in situ with a variety of substituted vinyl bromides in the presence of a catalytic amount of tetrakis-(triphenylphosphine)palladium(O) [Pd(PPh3)4] in THF at room temperature to produce vinylic selenides and sulfides in good yields. The conversion of (E)-vinyl bromides is remarkably stereoselective giving (E)-Vinyl selenides (and sulpfides) whereas the stereoselectivity in reaction of (Z)-vinyl bromides is not very good.
Hydroalumination and bromination of 1-(phenylselenyl)- 1-alkynes
Al-Hassan
, p. 3027 - 3030 (2007/10/03)
Hydroaluminuation and bromination of 1-(phenylselenyl)-1-alkynes were studied and compared with the rate of hydroalumination and bromination of the corresponding alkynylsilanes.
