3 research outputs found

    A highly efficient green synthesis of 1, 8-dioxo-octahydroxanthenes

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    SmCl3 (20 mol%) has been used as an efficient catalyst for reaction between aromatic aldehydes and 5,5-dimethyl-1,3-cyclohexanedione at 120°C to give 1,8-dioxo-octahydroxanthene derivatives in high yield. The same reaction in water, at room temperature gave only the open chain analogue of 1,8-dioxo-octahydroxanthene. Use of eco-friendly green Lewis acid, readily available catalyst and easy isolation of the product makes this a convenient method for the synthesis of either of the products

    γ‑Carbonyl Quinones: Radical Strategy for the Synthesis of Evelynin and Its Analogues by C–H Activation of Quinones Using Cyclopropanols

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    Cyclopropanols, on oxidative ring opening with AgNO<sub>3</sub>–K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> in DCM–H<sub>2</sub>O at room temperature and under open flask conditions, produced β-keto radicals which were successfully added to quinones to furnish γ-carbonyl quinones. This mild method has been applied to the synthesis of cytotoxic natural products, 4,6-dimethoxy-2,5-quino­dihydro­chalcone and evelynin
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