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One-Pot Chemoselective Bis(Suzuki-Miyaura Cross-Coupling): Efficient Access to 3,9-Bis[(hetero)aryl]-4H-pyrido[1,2-a]pyrimidin-4-one Derivatives Under Microwave Irradiation

Abstract : A one-pot chemoselective bis(SuzukiMiyaura cross-coupling) reaction under microwave irradiation is reported for the 4H-pyrido[1,2-a]pyrimidin-4-one series. First, we ascertained an initial coupling reaction that was selectively carried out at the C-3 position of (7,9-dichloro-3-iodo-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl acetate (4). Next, we developed an extremely efficient one-pot chemoselective bis(SuzukiMiyaura cross-coupling) reaction, allowing us to substitute successively at the 3- and then at the 9-position of compound 4 with various boronic acids.
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https://hal-amu.archives-ouvertes.fr/hal-01460357
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Submitted on : Tuesday, February 7, 2017 - 4:35:17 PM
Last modification on : Thursday, February 7, 2019 - 5:47:30 PM

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Youssef Kabri, Maxime D. Crozet, Nicolas Primas, Patrice Vanelle. One-Pot Chemoselective Bis(Suzuki-Miyaura Cross-Coupling): Efficient Access to 3,9-Bis[(hetero)aryl]-4H-pyrido[1,2-a]pyrimidin-4-one Derivatives Under Microwave Irradiation. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2012, pp.5595--5604. ⟨10.1002/ejoc.201200748⟩. ⟨hal-01460357⟩

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