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Применить Всего найдено 3. Отображено 3.
27-12-2012 дата публикации

PROCESS FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP

Номер: US20120330056A1
Автор: Jacques Mortier, Anne-Sophie Castanet, Arnaud Nourry, Mickael Belaud-Rotureau, MORTIER JACQUES, CASTANET ANNE-SOPHIE, NOURRY ARNAUD, BELAUD-ROTUREAU MICKAEL
Принадлежит: UNIVERSITE DU MAINE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

A method for preparing aromatic carboxylic acid derivatives by nucleophilic aromatic substitution, involves reacting an aromatic carboxylic acid derivative supporting only one carboxyl function, or one of the salts thereof, the carboxylic acid derivative supporting, orthogonally to the carboxyl function, a leaving group which is a fluorine or chlorine atom or an alkoxy group, chiral or otherwise and, in the latter case, preferably a methoxy group; the carboxylic acid derivative being substituted by at least one electro-attractive group other than the leaving group, preferably by a fluorine atom, with a MNu reagent, wherein M is a metal and Nu an optionally chiral nucleophile, the nucleophilic aromatic substitution reaction being carried out without a catalyst and without a step of protecting/unprotecting the acid function of the initial compound, the method being selective in that the reaction leads to the formation of ketone derivatives in a very minority fashion during the reaction. 4. Process according to claim 1 , wherein NuM is such that M is Li claim 1 , Mg claim 1 , Cu claim 1 , Zn claim 1 , or MgX wherein X is a halogen or an alkoxy and Nu is N(Calkyl) claim 1 , NH(Calkyl) claim 1 , NEt claim 1 , N(CHCH)NMe claim 1 , NMeBn claim 1 , NBn claim 1 , NMePh claim 1 , NHt-Bu NPh.7. Process according to claim 1 , wherein an asymmetric carbon is present on a leaving group of said aromatic carboxylic acid derivative and/or on the nucleophile claim 1 , and the compound of general formula (I) obtained is asymmetric.8. Process according to claim 1 , wherein at least one equivalent of NuM is used for one equivalent of starting carboxylic acid derivative.9. Process according to claim 1 , wherein at least one equivalent of a metallic base claim 1 , preferably butyllithium claim 1 , sodium hydride claim 1 , potassium hydride or lithium hydride is used for an equivalent of starting aromatic carboxylic acid derivative in order to form the metal salt corresponding to the acid ...

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Номер записи: 1
13-12-2012 дата публикации

METHOD FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP

Номер: US20120316337A1
Автор: Jacques Mortier, Anne-Sophie Castanet, Mickael Belaud-Rotureau, MORTIER JACQUES, CASTANET ANNE-SOPHIE, BELAUD-ROTUREAU MICKAEL
Принадлежит: UNIVERSITE DU MAINE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

Method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, the carboxylic acid derivative having, in the ortho position of the carboxyl functional group, a leaving group, which is preferably an atom of fluorine or of chlorine or an alkoxy group, chiral or not, preferably a methoxy group, the carboxylic acid derivative not being substituted by an electro attractive group other than the leaving group if any; is reacted with a reactant MNu, where M is a metal and Nu is a nucleophile, chiral or not, the aromatic nucleophilic substitution reaction being carried out without a catalyst and without a step of protecting/deprotecting the acid functional group of the starting compound.

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Номер записи: 2
25-08-2011 дата публикации

Method for preparing chemical compounds of interest by aromatic nucleophilic substitution

Номер: CA2789361A1
Автор: Anne-Sophie Castanet, Jacques Mortier, Mickael Belaud-Rotureau
Принадлежит: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE CNRS, UNIVERSITE DU MAINE

The aim of the invention is to provide a method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, said carboxylic acid derivative having, in the ortho position of the carboxyl functional group, a leaving group, which is preferably an atom of fluorine or of chlorine or an alkoxy group, chiral or not, preferably a methoxy group, said carboxylic acid derivative not being substituted by an electroattractive group other than the leaving group if any; is reacted with a reactant MNu, where M is a metal and Nu is a nucleophile, chiral or not, said aromatic nucleophilic substitution reaction being carried out without a catalyst and without a step of protecting/deprotecting the acid functional group of the starting compound.

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Номер записи: 3