Iodine mediated a simple strategy for the synthesis of β,γ-unsaturated-α-ketoesters and its application for the synthesis of 4,5-dihydropyrazole derivatives

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Novel and efficient method for the synthesis of a series of β,γ-unsaturated-α-ketoesters under mild conditions was developed. This one-step protocol was achieved by the reaction of electron-rich aromatic aldehydes and pyruvates in the presence of 10 mol% of molecular iodine in solvent-free condition at 80 °C temperature. A wide variety of substrates bearing electron releasing groups on aromatic ring were well tolerated and delivered corresponding β,γ-unsaturated-α-ketoesters in moderate to good yields. These β,γ-unsaturated-α-ketoesters have been further utilized in the synthesis of 4,5-dihydropyrazole derivatives.