143191-51-9Relevant articles and documents
The effect of electrolysis conditions on the oxidation of styrene in methanol
Ogibin, Yu. N.,Ilovaiskii, A. I.,Nikishin, G. I.
, p. 1536 - 1540 (1994)
Anodic oxidation of styrene (1) in methanol and the effect of the anion of the supporting electrolyte and of the anode material on this process have been studied.The most efficient conversion of 1 into (1,2-dimethoxyethyl)benzene (2) occurs when the electrolysis is carried out with a platinum anode and with potassium fluoride or tetrabutylammonium tetrafluoroborate as the supporting electrolyte.Cleavage of the C-C ? bond in 2 to give benzaldehyde dimethylacetal (3) is the most efficient at a graphite anode in the presence of sodium tosylate. - Key words: styrene, anodic oxidation, electrochemical cleavage of carbon-carbon ? and ? bonds; (1,2-dimethoxyethyl)benzene; benzaldehyde dimethylacetal; (1,1,2-trimethoxyethyl)- and (1,2,2-trimethoxyethyl)benzenes.
A novel electrophilic methoxylation (with a little help from F2)
Rozen, Shlomo,Mishani, Eyal,Kol, Moshe
, p. 7643 - 7645 (2007/10/02)
Methyl hypofluorite, MeOF, easily made from MeOH and F2, proved to be an excellent source for the novel electrophilic methoxylium ion "MeO+". MeOF was reacted with the enol forms of carbonyls, producing in good to excellent yields the corresponding α-methoxy carbonyl derivatives. It was found that the methoxylation is best carried out on methyl enol ethers. Silyl enol ethers and enol acetates were also tested but with limited success. The reaction proceeds through an addition elimination mechanism.
