Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 28, Pages 5595-5604Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200748
Keywords
Synthetic methods; Heterocycles; Cross-coupling; Chemoselectivity; Palladium; Microwave chemistry
Categories
Funding
- Centre National de la Recherche Scientifique (CNRS)
- Aix-Marseille Universite
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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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