7257-96-7Relevant academic research and scientific papers
α-Tosyloxylation of fluorosubstituted β-diketones
Ratner, V. G.,Pashkevich, K. I.
, p. 501 - 502 (2007/10/02)
The interaction of fluorinated β/diketones with benzene leads to α-tosyloxy-β-diketones existing in the form of stable hydrates. - Key words: fluorosubstituted β-diketones; α-tosyloxylation; de(perfluoroacyl)ation.
Triphenylbismuthonium 2-Oxoalkylide, A Moderately Stabilized Bismuthonium Ylide: Generation and Reactions with Some Electrophiles
Matano, Yoshihiro
, p. 2703 - 2710 (2007/10/02)
Treatment of (2-oxoalkyl)triphenylbismuthonium tetrafluoroborates 3 with potassium tert-butoxide in tetrahydrofuran at -78 deg C produced triphenylbismuthonium 2-oxoalkylides 4, which readily underwent epoxidation with the aldehydes 5 to give the α,β-epoxy ketones 7 with highly trans selectivity.The ylide 4a reacted with dimedone 11, the sulfonic acid 13, the thiol 15 and the isocyanate 17 to afford the corresponding ketones 12, 14, 16 and 19 in moderate to good yields.Reaction of the ylide 4c with the α,β-unsaturated ketones 10 and 21 afforded the 1,2-dibenzoyl- and the 1,2,3-tribenzoyl- cyclopropanes 20 and 22, respectively, although the yields were low.In the presence of a catalytic amount of nitrosobenzene 23, the ylide 4a a unique decomposition to give the 2,2,7,7-tetramethyloct-4-ene-3,6-dione 24 in quantitative yield, while the reaction with the nitrile oxide 25 yielded the isoxazoline 26.In all of these reactions, triphenylbusmuthane 6 was the additional major product.
