1196701-35-5Relevant academic research and scientific papers
O-(tert-butyl) Se-phenyl selenocarbonate: A convenient, bench-stable and metal-free precursor of benzeneselenol
Temperini, Andrea,Siciliano, Carlo
, (2020)
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.
"On-water" Michael-type addition reactions promoted by PhSeZnCl
Battistelli, Benedetta,Lorenzo, Testaferri,Tiecco, Marcello,Santi, Claudio
experimental part, p. 1848 - 1851 (2011/05/05)
In this communication we report that our reagent PhSeZnCl can be conveniently used to effect Michael addition like reactions of unsaturated ketones and electron-deficient alkynes, leading to synthetically useful β-seleno derivativesand vinyl selenides, respectively. The reactions are effected at room temperature in THF as well as under "on water" conditions. When the addition occurs on a triple bond, good stereoselectivity is observed, and the reaction shows a rate acceleration in water suspension. Copyright
Vinylic substitutions promoted by PhSeZnCl: Synthetic and theoretical investigations
Santoro, Stefano,Battistelli, Benedetta,Testaferri, Lorenzo,Tiecco, Marcello,Santi, Claudio
experimental part, p. 4921 - 4925 (2010/01/18)
Vinyl selenides can be easily obtained through nucleophilic substitution of the corresponding halides by using PhSeZnCl in THF as well as "on water" conditions. The reaction is stereospecific with retention of the alkene geometry. The only exception has b
