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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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Article information


Submitted
31 Mar 2011
Accepted
23 Jun 2011
First published
02 Aug 2011

Org. Biomol. Chem., 2011,9, 6559-6565
Article type
Paper

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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