16599-72-7Relevant academic research and scientific papers
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 (2007/10/03)
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.
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.
One-pot synthetic method of unsymmetrical diorganyl selenides: Reaction of diphenyl diselenide with alkyl halides in the presence of lanthanum metal
Nishino, Toshiki,Okada, Mitsuo,Kuroki, Takamasa,Watanabe, Toshihisa,Nishiyama, Yutaka,Sonoda, Noboru
, p. 8696 - 8698 (2007/10/03)
A convenient synthetic method of unsymmetrical selenides has been developed. When diphenyl diselenide was allowed to react with two equimolar amounts of primary alkyl iodides and bromides in the presence of an equimolar amount of lanthanum metal, alkyl ph
General synthesis of alkyl phenyl selenides from organic halides mediated by zinc in aqueous medium
Bieber, Lothar W.,De Sá, Ana C.P.F.,Menezes, Paulo H.,Gon?alves, Simone M.C.
, p. 4597 - 4599 (2007/10/03)
Organic halides of different structural types react with diphenyl diselenide and zinc dust in aqueous medium to give alkyl phenyl selenides. Benzylic and allylic bromides, α-bromoesters, acids and ketones and some primary alkyl iodides produce high yields even under acidic conditions. Less reactive halides need basic medium. The reaction proceeds equally well in the presence of various unprotected functional groups. Control experiments support a SH2 mechanism via alkyl radicals.
New Rearrangement of Phenylseleno- and Trimethylsilylmethyl Groups in 2-Hydroxy-3-trimethylsilylpropyl Selenides
Nishiyama, Hisao,Kitajima, Toshio,Yamamoto, Akiko,Itoh, Kenji
, p. 1232 - 1233 (2007/10/02)
2-Hydroxy-3-trimethylsilylpropyl selenides, readily prepared by the reaction of α-phenylselenoaldehydes and trimethylsilylmethyl-lithium, are transformed into primary allylic selenides and β-trimethylsilylpropanals by acid-catalysed dehydroxysilylation accompanied by a phenylseleno-shift, and by silver-induced rearrangement of the trimethylsilylmethyl group, respectively.
