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Base mediated approach for the synthesis of deoxybenzoins using γ-aryl-β-ketoesters and benzoyl chlorides
Shailendra Singh Choudhary1,2, Ratanamala S Darole1,2, Gamidi Rama Krishna1
1Division of Organic Chemistry, CSIR-National Chemical Laboratory Dr Homi Bhabha Road Pune-411008 India b.senthilkumar.ncl@csir.res.in.
Abstract:
This study introduces a one-pot, transition metal-free strategy for synthesizing deoxybenzoins, overcoming the challenges of conventional methods. The reaction involves dual acylation of γ-aryl β-keto esters using K2CO3 in dioxane at 90 °C, followed by a concerted transformation to form deoxybenzoin. The protocol operates under mild conditions, tolerates a broad range of substrates, and produces minimal by-products, making it a practical, scalable alternative for accessing pharmaceutically relevant deoxybenzoins.
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