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Synfacts 2007(4): 0371-0371
DOI: 10.1055/s-2007-968366
DOI: 10.1055/s-2007-968366
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Regioselective Cross-Coupling Route to 3,5-Disubstituted 2-Pyridones
D. Conreaux, E. Bossharth, N. Monteiro*, P. Desbordes, J.-P. Vors*, G. Balme*
Université Claude Bernard Lyon 1 and Bayer CropScience, Lyon, France
Further Information
Publication History
Publication Date:
23 March 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200704/lookinside/thumbnails/10.1055-s-2007-968366-1.jpg)
Significance
A convenient route to 3,5-disubstituted-4-oxy-2-pyridones is described. Starting from easily prepared 3,5-dihalogenopyridones (X = Br or I), a C-5 regioselective single Suzuki coupling is achieved. Further C-3 functionalization by either Suzuki or Sonogashira coupling processes leads to differentially 3,5-disubstituted 2-pyridones in good to excellent overall yields. Interestingly, both electron-rich and electron-poor boronic acids are tolerated in the Suzuki coupling step.