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Issue 19, 2011
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Suzuki–Miyaura cross-coupling reactions of halo derivatives of 4H-pyrido[1,2-a]pyrimidin-4-ones

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Abstract

The palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of halo derivatives of 4H-pyrido[1,2-a]pyrimidin-4-one with (het)arylboronic acids allow easy access to (het)aryl and vinyl derivatives of this bicycle in good to excellent yields, even from chloro derivatives. The sequence of reactivity of the halogen in the different positions of the ring system was also investigated. 6-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one could be prepared by thermal cyclization of isopropylidene (6-phenylpyrid-2-ylamino)methylenemalonate, together with a small amount of 7-phenyl-1,4-dihydro-1,8-naphthyridin-4-one.

Graphical abstract: Suzuki–Miyaura cross-coupling reactions of halo derivatives of 4H-pyrido[1,2-a]pyrimidin-4-ones

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Publication details

The article was received on 31 Mar 2011, accepted on 23 Jun 2011 and first published on 02 Aug 2011


Article type: Paper
DOI: 10.1039/C1OB05505D
Citation: Org. Biomol. Chem., 2011,9, 6559-6565
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    Suzuki–Miyaura cross-coupling reactions of halo derivatives of 4H-pyrido[1,2-a]pyrimidin-4-ones

    A. Molnár, A. Kapros, L. Párkányi, Z. Mucsi, G. Vlád and I. Hermecz, Org. Biomol. Chem., 2011, 9, 6559
    DOI: 10.1039/C1OB05505D

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