83442-20-0Relevant academic research and scientific papers
Ionic liquid/PPh3 promoted cleavage of diphenyl disulfide and diselenide: A straight-forward metal-free one-pot route to the synthesis of unsymmetrical sulfides and selenides
Banerjee, Subhash,Adak, Laksmikanta,Ranu, Brindaban C.
supporting information; experimental part, p. 2149 - 2152 (2012/05/05)
A metal-free cleavage of diphenyl disulfide and diphenyl diselenide has been achieved using ionic liquid/triphenyl phosphine (PPh3) and a convenient protocol for the one-pot synthesis of unsymmetrical sulfides and selenides by condensing 'in situ' generated thiolate or selenate anion with alkyl halides has been developed. In addition, 1,4-conjugate addition of the generated thiolate anions to activated alkenes has also been demonstrated. The ionic liquid, 1-methyl-3-pentyl imidazolium bromide, [pmIm]Br plays a crucial role in promoting the course of the reactions and shows superior activity and selectivity compared to other solvents. The [pmIm]Br has been reused for at least five times without appreciable loss of activity.
Synthesis of allyl selenides by palladium-catalyzed decarboxylative coupling
Waetzig, Shelli R.,Tunge, Jon A.
supporting information; experimental part, p. 3311 - 3313 (2009/02/04)
This communication details the Pd-catalyzed decarboxylation of selenocarbonates; use of a chiral nonracemic catalyst affords enantioenriched allyl selenides which undergo stereospecific [2,3]-sigmatropic rearrangements to form enantioenriched allylic amines and chlorides. The Royal Society of Chemistry.
Employment of palladium pincer-complexes in phenylselenylation of organohalides
Wallner, Olov A.,Szabo, Kalman J.
, p. 9215 - 9221 (2007/10/03)
Palladium pincer-complex-catalyzed selenylation of propargyl-, allyl-, benzyl-, and benzoyl halides could be achieved under mild reaction conditions employing trimethylstannylphenylselenide as selenylating agent. This reaction has a high functional group
Indium(I) iodide-promoted cleavage of diaryl diselenides and disulfides and subsequent condensation with alkyl or acyl halides. One-pot efficient synthesis of diorganyl selenides, sulfides, selenoesters, and thioesters
Ranu, Brindaban C.,Mandal, Tanmay
, p. 5793 - 5795 (2007/10/03)
Diphenyl diselenides and disulfides undergo facile cleavages by indium(I) iodide and the corresponding generated selenate and thiolate anions condense in situ with alkyl or acyl halides present in the reaction mixture. Thus, a simple, efficient, and general procedure has been developed for the synthesis of unsymmetrical diorganyl selenides, sulfides (thioethers), selenoesters, and thioesters by this one-pot reaction at room temperature.
A Facile Method for Synthesis of Alkyl Phenyl Selenides. The Reaction of Diphenyl Diselenide with Oxygen-containing Compounds Using La/Me 3SiCl/cat.I2/cat.CuI System
Nishino, Toshiki,Nishiyama, Yutaka,Sonoda, Noboru
, p. 918 - 919 (2007/10/03)
Alcohols, ethers, and esters were directly converted to the corresponding alkyl phenyl selenides by the reaction of diphenyl diselenide and the La/Me 3SiCl/cat.I2/cat.CuI. It was suggested that alkyl phenyl sele
Indium(I) iodide-mediated cleavage of diphenyl diselenide. An efficient one-pot procedure for the synthesis of unsymmetrical diorganyl selenides
Ranu, Brindaban C.,Mandal, Tanmay,Samanta, Sampak
, p. 1439 - 1441 (2007/10/03)
(Matrix presented) A simple and efficient procedure has been developed for the synthesis of unsymmetrical diorganyl selenides through a one-pot indium(I) iodide-mediated reaction of alkyl halide and diphenyl diselenide in methylene chloride at room temperature.
Study toward the synthesis of selenofurans via seleno-Claisen rearrangement of allyl arylselenides
Stefani, Helio A.,Petragnani, Nicola,Ascenso, Maria F. C.,Zeni, Gilson
, p. 2161 - 2166 (2007/10/03)
Selenofuran derivatives were prepared using several phenyl alkenyl selenides via seleno-Claisen rearrangement.
Synthesis of allyl-type selenides and α -selenoesters in aqueous media promoted by cadmium
Zheng, Yunfa,Bao, Weiliang,Zhang, Yongmin
, p. 1731 - 1736 (2007/10/03)
Promoted by metallic cadmium which was produced by reduction of CdCl2 · H2O with samarium in situ, allyl bromide and α -bromocarboxylates react with diorgano diselenides in aqueous solutions to give allylic-type selenides and α -selenocarboxylates in moderate to good yields.
A Novel Synthesis of Allyl and Prop-2-ynyl Selenides Promoted by Tin in the Presence of Water
Liao, Puhong,Bao, Weiliang,Zhang, Yongmin
, p. 150 - 151 (2007/10/03)
Allylic and prop-2-ynyl (propargyl) bromides react with diorganyl diselenides in the presence of water to give allylic and prop-2-ynyl selenides in moderate to good yields; the reaction rate is faster than for the same reaction in anhydrous organic media.
A new method for the synthesis of allyl arylselenides via the reaction of the zinc allyl selenoates with diaryliodonium salts
Huang, Xian,Xu, Xin-Hua
, p. 801 - 805 (2007/10/03)
The insertion of elemental selenium into the Zn-C bond of allylzinc bromide in THF leads to the corresponding zinc allyl selenoate. It reacts with diaryliodonium salts in THF-HMPA to afford the allyl arylselenides in high yields.
