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95. Microwave-Assisted Multistep Synthesis of Functionalized 4-Arylquinolin-2(1H)-ones using Palladium-Catalyzed Cross-Coupling
T. N. Glasnov, W. Stadlbauer, C. O. Kappe J. Org. Chem., 70, 3864-3870 (2005).

Abstract:
A novel synthetic strategy for synthesis of 4-aryl-2(1H)-quinolone lead compounds for the treatment of male ED is described. The MW-reaction protocols are high-diversity generating, flexible, amenable to high-speed MAOS, scalable and involve commercially available building blocks. Our approach for making the 4-arylquinolones includes a cyclization step, chlorination/hydrolysis, Suzuki C-C coupling, bromination, and finally a Heck reaction, all under microwave conditions. Having optimized the sequence on mg scale a succesfull MW-scale-up to gram quantities with comparable yields was performed.


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