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US 8,030,520 B2Granted
Process for preparing organic compounds by a transition metal-catalysed cross-coupling reaction of an aryl-X, heteroaryl-X, cycloalkenyl-X or alkenyl-X compound with an alkyl, alkenyl, cycloalkyl or cycloalkenyl halide
AssigneeSaltigo GmbH
InventorsMark Sundermeier, Matthias Gotta, Axel Jacobi von Wangelin, Waldemar Maximilian Czaplik
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Abstract
This invention relates to a process for preparing functionalized aryl, heteroaryl, cycloalkenyl, or alkenyl compounds, by a transition-metal-catalyzed cross-coupling reaction of a substituted or unsubstituted aryl-X, heteroaryl-X, cycloalkenyl-X or alkenyl-X compound with an alkyl, alkenyl, cycloalkyl or cycloalkenyl halide, where X is a halide, diazonium, tosylate (p-toluenesulphonate), mesylate (methanesulphonate) or triflate (trifluoromethanesulphonate) leaving group.
Claims4
Process for preparing organic compounds of the general formula (I)
- R—R′ (I),
- where
- R is a substituted or unsubstituted aromatic radical selected from the group consisting of phenyl, naphtyl, tolyl, anisole, cresol, aniline, and benzoic acid, and
- R′ is a linear, branched, substituted or unsubstitued C3-C12-alkyl radical,
- by reacting a corresponding compound of the general formula (II)
- R—X (II),
- where
- X is chlorine, bromine, iodine, diazonium, mesylate (methanesulphonate), tosylate (p-toluenesulphonate) or triflate (trifluoromethanesulphonate) and
- R is as defined for formula (I),
- with a corresponding compound of the general formula (III)
- R′—Y (III),
- where
- Y is chlorine, bromine or iodine and
- R′ is as defined for formula (I),
- wherein the reaction is carried out in the presence of
- a) stoichiometric amounts of elemental magnesium, based on the compound of the general formula (II), and
- b) amounts of an iron or cobalt compound from 0.01 to 50 mole percent of, based on the compound of the general formula (II),
- and,
- c) in the presence of a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount of from 0 to 200 mole percent, based on the compound of the general formula (II), and
- wherein the reaction is carried out as a one-pot process in which the organomagnesium compound (Grignard compound) formed in situ as intermediate is not isolated.
17 more elements
Dependencies are inferred from the claim text.