134030-99-2Relevant academic research and scientific papers
Selenium-Mediated Conversion of Alkynes into α-Dicarbonyl Compounds
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Bartoli, Donatella
, p. 4529 - 4534 (2007/10/02)
The reaction of terminal and internal alkynes with diphenyl diselenide and ammonium peroxydisulfate in methanol proceeds smoothly to give α-keto acetals and α-keto ketals, respectively.This one-pot procedure is suggested to proceed through the initial formation of phenylselenenyl sulfate, a strong electrophilic reagent which effects the methoxyselenenylation of the alkynes.The addition products thus formed suffer methoxydeselenenylation giving the observed products and regenerating the phenylselenenylating agent.In some cases the reaction can be carried out using only catalytic amounts of diphenyl diselenide.The same reaction carried out in the presence of water or of ethylene glycol gives the unprotected or the diprotected α-dicarbonyl compounds, respectively.
Selenium-Catalyzed Conversion of Methyl Ketones into α-Keto Acetals
Tiecco, M.,Testaferri, L.,Tingoli, M.,Bartoli, D.
, p. 4523 - 4528 (2007/10/02)
The reaction of methyl ketones with catalytic amounts of diphenyl diselenide and an excess of ammonium peroxydisulfate in methanol proceeds smoothly to afford α-keto acetals in good yield.In some cases reaction yields were increased by using stoichiometri
