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Efficient and regioselective synthesis of highly functionalized naphthoquinone and anthraquinone derivatives was accomplished in good yields using an organic‐inorganic dual catalyst through [4+2] cycloaddition reaction between various 1,4‐benzenediols or 1,4‐naphthalenediols and α,β‐unsaturated aldehydes. These atom‐economic reactions rapidly provided useful cycloaddition adducts in a one‐pot reaction. The technique was successfully applied to synthesize tectoquinone, a natural compound found in red heartwood‐type Cryptomeria japonica, and 2‐(4‐methylpent‐3‐enyl)anthracene‐9,10‐dione, found in the roots of Sesamum indicum, and their analogs.
Asian Journal of Organic Chemistry – Wiley
Published: Mar 1, 2021
Keywords: ; ; ; ;
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