Process for the preparation of arylacetic ester derivatives...

C - Chemistry – Metallurgy – 07 – C

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C07C 251/48 (2006.01) C07C 249/12 (2006.01) C07C 251/38 (2006.01) C07C 251/60 (2006.01) C07C 253/30 (2006.01) C07C 255/64 (2006.01) C07C 319/20 (2006.01) C07C 323/47 (2006.01) C07D 213/53 (2006.01) C07D 213/55 (2006.01) C07D 307/52 (2006.01) C07D 307/54 (2006.01) C07D 307/81 (2006.01) C07D 317/58 (2006.01) C07D 317/60 (2006.01) C07D 319/16 (2006.01) C07D 319/18 (2006.01) C07D 319/20 (2006.01) C07D 333/22 (2006.01) C07D 333/24 (2006.01) C07D 333/28 (2006.01) C07F 5/02 (2006.01)

Patent

CA 2181586

Process for the preparation of 2-methoxyimino-2-arylacetic esters of formula (I) in which R is C1-C12alkyl, which comprises reacting an appropriately substituted boronic acid of general formula (II) or the trimeric form (III) herein, which is in equilibrium with it, in the presence of a Pd catalyst, with a methoxyiminoacetic ester of formula (IV) in which R is C1-C12alkyl and X is a leaving group. According to a further process variant, in principle the groups which split off the two reactants may change places. The process can be applied not only to phenyl derivatives but also to larger ring systems (naphthyl, pyridyl, heterocycles).

L'invention se rapporte à un procédé de préparation d'esters 2-méthoxyimino-2-arylacétiques de la formule (I) dans laquelle R représente alkyle C¿1?-C¿12?, procédé consistant à faire réagir un acide boronique, substitué de manière appropriée, de la formule générale (II) ou de la forme trimère (III), qui est en équilibre avec cette dernière, en présence d'un catalyseur de Pd, avec un ester méthoxyiminoacétique de la formule (IV) dans laquelle R représente alkyle C¿1?-C¿12? et X représente un groupe labile. Selon une autre variante de ce procédé, en principe les groupes qui fractionnent les deux réactifs peuvent changer de place. Le procédé peut être appliqué non seulement à des dérivés de phényle mais aussi à des systèmes cycliques plus importants (naphtyle, pyridyle, hétérocycles).

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