55904-98-8Relevant academic research and scientific papers
Graphitic carbon nitride catalysed photoacetalization of aldehydes/ketones under ambient conditions
Abdullah Khan,Teixeira, Ivo F.,Li, Molly M. J.,Koito, Yusuke,Tsang, Shik Chi Edman
supporting information, p. 2772 - 2775 (2016/02/18)
Graphitic-C3N4 is shown for the first time to catalyse photoacetalization of aldehydes/ketones with alcohols to acetals in high yields using visible light under ambient conditions; transient charge separation over the material is effective to catalyse the reaction in the absence of Lewis or Br?nsted acids, giving a new green alternative catalyst.
Trifluoroacetylation of unsymmetrical ketone acetals. A convenient route to obtain alkyl side chain trifluoromethylated heterocycles
Bonacorso, Helio G.,Martins, Marcos A.P.,Bittencourt, Sandra R.T.,Lourega, Rogerio V.,Zanatta, Nilo,Flores, Alex F.C.
, p. 177 - 182 (2007/10/03)
A convenient method to obtain β-alkyl-β-methoxyvinyl trifluoromethyl ketones [CF3COCHC(OMe)R, where R = Et, n-Pr, i-Pr, i-Bu, t-Bu, -(CH2)2OMe] from the regiospecific acylation of kinetic enol ether generated in situ is reported. The unsymmetrical ketone dimethyl acetals react with trifluoroacetic anhydride in the presence of pyridine using dry chloroform as solvent with a temperature range of 25-60°C. These acetals [R-C(OMe)2Me] are obtained from the reaction of alkyl methyl ketones with trimethyl orthoformate in the presence of p-toluenesulfonic acid as catalyst in pure methanol as solvent. The new acetylated enol ethers proved to be versatile building blocks for the construction of interesting alkyl trifluoromethyl substituted heterocycles. Thus, examples of isoxazoline, pyrazoline, pyrazole and pyrimidinone have been obtained in good yields (62-79%).
Halogenative Deoxygenation of Ketones; Vinyl Bromides and/or gem-Dibromides by Cleavage of 1,3-Benzodioxoles (Ketone Phenylene Acetals) with Boron Tribromide
Napolitano, Elio,Fiaschi, Rita,Mastrorilli, Ettore
, p. 122 - 125 (2007/10/02)
Representative ketones 1 have been converted in generally good yields to the respective 1,3-benzodioxoles 5 by trans-acetalization of ketone dimethyl acetals with 1,2-dihydroxybenzene, and cleaved with boron tribromide. 1,3-Benzodioxoles derived from α-unbranched aliphatic ketones gave in general a mixture of vinyl bromides and gem-dibromides; pure gem-dibromides could be selectively obtained in most of cases using a suitable reaction time. 1,3-Benzodioxoles derived from α-branched ketones gave complex mixtures and their cleavage appears to be of little synthetic signifance. 1,3-Benzodioxoles of aromatic ketones gave vinyl bromides only.Aliphatic cyclic gem-dibromides 3 were converted to the respective vinyl bromides 2 by phase-transfer-catalysed dehydrobromination.
