Abstract:
The invention relates to a method for forming a carbon-carbon or carbon-heteroatom bond by reacting an unsaturated compound carrying a leaving group and a nucleophilic compound, in the absence of a ligand. The aim of the invention is especially to form carbon-nitrogen bonds according to a method for the arylation of nitrogenated organic derivatives. According to the inventive method, a carbon-carbon or carbon-heteroatom bond is formed by reacting an unsaturated compound carrying a leaving group with a nucleophilic compound donating a carbon atom or a heteroatom (HE) that can substitute the leaving group, thus forming a C-C or C-HE bond, in the presence of a copper-based catalyst and a base. Said metal is characterised in that the reaction takes place in the absence of a ligand and in a nitrile-type solvent.
Abstract:
The invention relates to a method for forming a carbon-carbon or carbon-heteroatom bond by reacting an unsaturated compound carrying a leaving group and a nucleophilic compound, in the absence of a ligand. The aim of the invention is especially to form carbon-nitrogen bonds according to a method for the arylation of nitrogenated organic derivatives. According to the inventive method, a carbon-carbon or carbon-heteroatom bond is formed by reacting an unsaturated compound carrying a leaving group with a nucleophilic compound donating a carbon atom or a heteroatom (HE) that can substitute the leaving group, thus forming a C-C or C-HE bond, in the presence of a copper-based catalyst and a base. Said metal is characterised in that the reaction takes place in the absence of a ligand and in a nitrile-type solvent.
Abstract:
Process for the formation of a carbon-carbon or a carbon-heteroatom bond comprises reaction of an unsaturated compound having a leaving group with a nucleophilic compound having a carbon or heteroatom group capable of being substituted by the leaving group. Process for the formation of a carbon-carbon or a carbon-heteroatom bond comprises reaction of an unsaturated compound having a leaving group with a nucleophilic compound having a carbon or heteroatom group capable of being substituted by the leaving group. The reaction is conducted in the presence of a catalytic amount of a group (VIII), (Ib) or (IIb) metal and a ligand that is at least bidentate with at least two chelating atoms, one at least of which is O and one at least is N.
Abstract:
La présente invention a pour objet de nouveaux catalyseurs de substitution nucléophile aromatique. Ces catalyseurs sont des composés de formule générale formule (I), où: a) R1, R2, R3, R4, R5, et R6, identiques ou différents, sont choisis parmi les radicaux hydrocarbonés; b) les Pn, avantageusement les mêmes, sont choisis parmi les éléments métalloïdes de la colonne V d'une période supérieure ô celle de l'azote; c) Z est un élément métalloïde de la colonne V, avantageusement distinct de Pn; de préférence un azote (N, P, As, Sb). Application à la synthèse organique.
Abstract:
An ethylenically unsaturated compound is used for the O-alkylation of phenols substituted with electron-attracting groups. Alkylation of a phenolic compound (I), substituted with at last one 'light' halogen (preferably fluoro) and at least one other electron-attracting group (preferably halo, alkyl perfluorinated at C-1 or nitro), involves reacting (I) with an at least stoichiometric amount of an ethylenically unsaturated compound (II). Reaction is in presence of an acid (preferably sulfuric acid and/or a sulphonic acid), used in a not more than equimolar amount based on (II).
Abstract:
The present invention concerns a process for arylating or vinylating or alkynating a nucleophilic compound. More particularly, the invention concerns arylating nitrogen-containing organic derivatives. The arylating or vinylating or alkynating process of the invention consists of reacting a nucleophilic compound with a compound carrying a leaving group and is characterized in that the reaction is carried out in the presence of an effective quantity of a catalyst based on a metallic element M selected from groups (VIII), (Ib) and (IIb) of the periodic table and at least one ligand comprising at least one imine function and at least one supplemental nitrogen atom as the chelating atoms.
Abstract:
The invention concerns novel catalysts for aromatic nucleophilic substitution. Said catalysts are compounds of the general formula (I), wherein: R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 , identical or different, are selected among hydrocarbon radicals; the Pn's, advantageously the same, are selected among metalloid elements of column V of a period higher than nitrogen; Z is a metalloid element of column V, advantageously distinct from Pn; preferably a nitrogen (N, P, As, Sb). The invention is applicable to organic synthesis.
Abstract:
La présente invention a pour objet un procédé de création d'une liaison carbone-carbone ou carbone-hétéroatome par réaction d'un composé insaturé porteur d'un groupe partant et d'un composé nucléophile. L'invention vise notamment la création de liaison carbone-azote selon un procédé d'arylation de dérivés organiques azotés. Le procédé, selon l'invention, de création d'une liaison carbone-carbone ou carbone-hétéroatome par réaction d'un composé insaturé porteur d'un groupe partant et d'un composé nucléophile apportant u n atome de carbone ou un hétéroatome (HE) susceptible de se substituer au grou pe partant, créant ainsi une liaison C-C ou C-HE, est caractérisé par le fait q ue la réaction a lieu en présence d'une quantité efficace d'un catalyseur à bas e de cuivre et d'au moins un ligand comprenant au moins une fonction imine et au moins un atome d'azote supplémentaire comme atomes de chélation.
Abstract:
The present invention concerns a process for arylating or vinylating or alkynating a nucleophilic compound. More particularly, the invention concerns arylating nitrogen-containing organic derivatives. The arylating or vinylating or alkynating process of the invention consists of reacting a nucleophilic compound with a compound carrying a leaving group and is characterized in that the reaction is carried out in the presence of an effective quantity of a catalyst based on a metallic element M selected from groups (VIII), (Ib) and (IIb) of the periodic table and at least one ligand comprising at least one imine function and at least one supplemental nitrogen atom as the chelating atoms.