14370-82-2Relevant articles and documents
A novel synthesis of allyl and propargyl selenides in aqueous media promoted by indium
Bao, Weiliang,Zheng, Yunfa,Zhang, Yongmin,Zhou, Jianqing
, p. 9333 - 9334 (1996)
Allylic and propargyl bromides react smoothly with diorganyl diselenides in aqueous media to give allylic and propargyl selenides in moderate in good yields. The reaction need not he carried out in inert atmosphere. The speed is quicker than the same reactions in organic media.
Efficient synthesis of diorganyl selenides via cleavage of Se-Se bond of diselenides by indium(III) catalyst and zinc
Braga, Antonio L.,Schneider, Paulo H.,Paix?o, Marcio W.,Deobald, Anna M.
, p. 7195 - 7198 (2006)
A simple and efficient procedure for the synthesis of unsymmetrical diorganyl selenides from an one-pot indium(III) catalyzed procedure, in the presence of zinc, has been developed. Various organic halides and even the unreactive organic chlorides underwe
A novel synthesis of allyl sulfides and allyl selenides via Sm-BiCl3 system in aqueous media
Zhan, Zhuangping,Lu, Genliang,Zhang, Yongmin
, p. 280 - 281 (1999)
Allyl sulfides and allyl selenides are synthesized via the reaction of allyl bromide with disulfides and diselenides promoted by the Sm-BiCl3 system in aqueous media in moderate to good yields.
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 (2003)
Selenofuran derivatives were prepared using several phenyl alkenyl selenides via seleno-Claisen rearrangement.
A novel and highly efficient synthetic route to unsymmetrical organoselenides using cesium bases
Cohen, Richard J.,Fox, Daniel L.,Salvatore, Ralph Nicholas
, p. 4265 - 4268 (2004)
A new and convenient one-pot method for the preparation of unsymmetrical selenides has been developed. In the presence of cesium hydroxide, molecular sieves, and DMF, benzeneselenol undergoes direct alkylation with various alkyl halides for the synthesis of alkyl phenyl selenides in moderate to excellent yields. Another method to prepare unsymmetrical organoselenides was also completed by coupling terminal alkynes with benzeneselenyl bromide. As an application, the synthesis of a selenopeptide was also accomplished. Furthermore, this methodology was extended to the synthesis of an organoselenide on solid support.
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 (1998)
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.
Synthesis of allyl-type selenides and α -selenoesters in aqueous media promoted by cadmium
Zheng, Yunfa,Bao, Weiliang,Zhang, Yongmin
, p. 1731 - 1736 (2000)
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.
O-(tert-butyl) Se-phenyl selenocarbonate: A convenient, bench-stable and metal-free precursor of benzeneselenol
Temperini, Andrea,Siciliano, Carlo
, (2020/06/17)
A study by our laboratory shows that air, light and moisture stable O-(tert-butyl) Se-phenyl selenocarbonate could be employed as a safer, practical and efficient alternative to generate “in situ” benzeneselenol or benzeneselenolate anion under different and transition metal-free conditions. This procedure seems to be of general application since the nucleophilic selenium species obtained can be trapped by electrophiles such as alkyl halides, epoxides and electron-deficient alkenes and alkynes under different reaction conditions.
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.
