16645-10-6Relevant articles and documents
Visible-Light-Promoted Selenylative Spirocyclization of Indolyl-ynones toward the Formation of 3-Selenospiroindolenine Anticancer Agents
Zhou, Xiu-Jie,Liu, Hao-Yang,Mo, Zu-Yu,Ma, Xian-Li,Chen, Yan-Yan,Tang, Hai-Tao,Pan, Ying-Ming,Xu, Yan-Li
, p. 1536 - 1539 (2020)
A metal-free and efficient visible-light-induced spirocyclization of indolyl-ynones with diselenides at room temperature under air atmosphere to prepare 3-selenospiroindolenines in moderate to good yields has been developed. The resulting products were tested for in vitro anticancer activity by MTT assay, and compounds 3 c and 3 e showed potent cancer cell-growth inhibition activities.
Simple and catalyst-free method for the synthesis of diaryl selenides by reactions of arylselenols and arenediazonium salts
Balaguez, Renata A.,Ricordi, Vanessa Gentil,Freitas, Camilo S.,Perin, Gelson,Schumacher, Ricardo F.,Alves, Diego
supporting information, p. 1057 - 1061 (2014/02/14)
We describe here a simple and catalyst-free method to synthesize diaryl selenides by reaction of arenediazonium tetrafluoroborate salts with arylselenols, generated in situ by using diaryl diselenides and hypophosphorous acid (H3PO2), using THF as solvent. This is a direct nucleophilic aromatic substitution (SNAr) reaction performed with diaryl diselenides and arenediazonium salts bearing electron-withdrawing and electron-donating groups affording the corresponding diaryl selenides in moderated to good yields.
Reaction of Areneselenyl Chlorides and alkenes. An example of Nucleophilic Displacement at Bivalent Selenium
Schmid, George H.,Garratt, Dennis G.
, p. 4169 - 4172 (2007/10/02)
The effect of substituents in the phenyl ring of both the electrophile and the alkene has been studied in the reaction of areneselenyl chlorides and (E)- and (Z)-1-phenylpropenes.Electron-donating groups in both phenyl rings enhance the rate of reaction.Viewing this reaction as a nucleophilic displacement at bivalent selenium leads to a model that allows the possibility of reaction by a continuum of mechanisms.These mechanisms differ only in the relative amounts of C-Se bond making and Se-Cl bond breaking in the rate-determining transition state.From our data, it is concluded that C-Se bond making lags behind Se-Cl bond breaking in the rate determining transition state.