500705-08-8Relevant academic research and scientific papers
Green hydroselenation of aryl alkynes: Divinyl selenides as a precursor of resveratrol
Perin, Gelson,Barcellos, Angelita M.,Luz, Eduardo Q.,Borges, Elton L.,Jacob, Raquel G.,Lenard?o, Eder J.,Sancineto, Luca,Santi, Claudio
, (2017/03/08)
A simple and efficient protocol to prepare divinyl selenides has been developed by the regio- and stereoselective addition of sodium selenide species to aryl alkynes. The nucleophilic species was generates in situ, from the reaction of elemental selenium with NaBH4, utilizing PEG-400 as the solvent. Several divinyl selenides were obtained in moderate to excellent yields with selectivity for the (Z,Z)-isomer by a one-step procedure that was carried out at 60°C in short reaction times. The methodology was extended to tellurium, giving the desired divinyl tellurides in good yields. Furthermore, the Fe-catalyzed cross-coupling reaction of bis(3,5-dimethoxystyryl) selenide 3f with (4-methoxyphenyl)magnesium bromide 5 afforded resveratrol trimethyl ether 6 in 57% yield.
Preparation and nickel-catalyzed coupling reactions of divinylic selenides
Silveira, Claudio C.,Santos, Paulo Cesar S.,Braga, Antonio L.
, p. 7517 - 7520 (2007/10/03)
The preparation of divinylic selenides by the reaction of selenium bis-phosphonate with aromatic aldehydes is described. The nickel-catalyzed cross coupling of the divinylic selenides with Grignard reagents was also studied.
