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Oxidative benzoin reactions
Authors:J Castells  F Pujol  H Llitjós  M Moreno-Mañas
Institution:Departament de Química Orgànica, Facultat de Quimica, Universitat de Barcelona, Barcelona, Spain;Departament de Química Orgànica, Facultat de Cíencies, Universitat Autònoma de Barcelona, Bellaterra, Barcelona Spain
Abstract:A one-pot synthesis (yields over 50%) of methyl and ethyl esters from aldehydes (and the corresponding alcohol), using aromatic nitrocompounds as oxidizing agents under the catalytic action of cyanide ion or of a conjugate base of a thiazolium ion, is described. A variety of by-products (α-hydroxybenzylidenaniline) (16), α-methoxybenzylidenaniline (21), α-cyanobenzylidenaniline (27), N1-hydroxy-N1,N2-diphenylbenzamidine (28), and others) have been identified.
Keywords:
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