14807-28-4Relevant articles and documents
A new approach to arylaliphatic 1,5-, 1,6-, and 1,7-dicarbonyl compounds and their monoacetals based on direct anodic oxidation of 1-phenyl- and benzo[c]cycloalkenes
Ogibin,Ilovaisky,Nikishin
, p. 1939 - 1941 (1996)
A new simple approach to ω-benzoylalkanals, 2-(ω-formylalkyl)benzaldehydes, and their monoacetals was developed based on direct anodic oxidation of 1-phenylcycloalkenes and benzo[c]cycloalkenes in methanol followed by acid hydrolysis of the electrolysis p
Regioselective biocatalytic self-sufficient Tishchenko-type reactionviaformal intramolecular hydride transfer
Buljubasic, Isa,Hall, Mélanie,Laggner, Olivia,Merusic, Kemal,Reiter, Tamara,Tassano, Erika,Vogel, Andreas
supporting information, p. 6340 - 6343 (2020/06/21)
A self-sufficient nicotinamide-dependent intramolecular bio-Tishchenko-type reaction was developed. The reaction is catalyzed by alcohol dehydrogenases and proceeds through formal intramolecular hydride transfer on dialdehydes to deliver lactones. Regioselectivity on [1,1′-biphenyl]-2,2′-dicarbaldehyde substrates could be controlledviathe electronic properties of the substituents. Preparative scale synthesis provided access to substituted dibenzo[c,e]oxepin-5(7H)-ones.
Rate and equilibrium constants for the addition of N-heterocyclic carbenes into benzaldehydes: A remarkable 2-substituent effect
Collett, Christopher J.,Massey, Richard S.,Taylor, James E.,Maguire, Oliver R.,O'Donoghue, AnnMarie C.,Smith, Andrew D.
supporting information, p. 6887 - 6892 (2015/06/02)
Abstract Rate and equilibrium constants for the reaction between N-aryl triazolium N-heterocyclic carbene (NHC) precatalysts and substituted benzaldehyde derivatives to form 3-(hydroxybenzyl)azolium adducts under both catalytic and stoichiometric conditions have been measured. Kinetic analysis and reaction profile fitting of both the forward and reverse reactions, plus onwards reaction to the Breslow intermediate, demonstrate the remarkable effect of the benzaldehyde 2-substituent in these reactions and provide insight into the chemoselectivity of cross-benzoin reactions. It takes 2-: Measurement of rate and equilibrium constants for the reaction between N-aryl triazolium NHC precatalysts and substituted benzaldehydes under catalytic and stoichiometric conditions demonstrate the remarkable kinetic and thermodynamic effect of the benzaldehyde 2-substituent in these reactions, potentially providing insight into the chemoselectivity of cross-benzoin reactions.