Process for cross-coupling aromatic boron compounds with aromati

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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544224, 544242, 544315, 544316, 544333, 544334, 544335, 544360, 544364, 544395, 544405, 544409, 544403, 544410, 546302, 546303, 546261, 546239, 546259, 5462687, 546286, 546192, 5462697, 546339, 546345, 546193, C07D21326, C07D23930

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059199300

ABSTRACT:
Process for cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates.
In a process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates under palladium catalysis in the presence of at least one water-soluble complex ligand, the reaction medium comprises an aqueous and an organic phase and the palladium is added in the form of a palladium compound soluble in the organic phase.
Polycyclic aromatic compounds can thus be prepared economically and in very good yields and simultaneously very high purity, in particular without contamination by the complexing ligands.

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Genet, Jean Pierre, et al., "Palladium-Catalyzed Cross-Coupling Reactions in a Homogeneous Aqueous Medium", SYNLETT 1992, 715-717.
Miyaura, N., et al., "The Palladium-Catalyzed Cross-Coupling Reaction of Phenylboronic Acid with Haloarenes in the Presence of Bases", Synthetic Communications 1981, 11(7), 513-519.
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Synlett, Sep. 1992, pp. 715-717 entitled "Palladium-Catalyzed Cross Coupling Reactions in a Homogenous Aqueous Medium", by Genet et al.
J. Am. Chem. Soc. 1990, 112, pp. 4324-4330 entitled "Palladium-Catalyzed Alkylations in Aqueous Media", by Casalnuovo et al.

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