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- W2949974466 abstract "A metal-free synthesis for the preparation of sterically demanding ortho-demethylated ynones from mixed anhydrides and potassium alkynyltrifluoroborate salts has been developed. The one-pot reaction proceeds rapidly in the presence of a Lewis acid without the exclusion of air and moisture. This method is advantageous in that it is operationally simple, proceeds under mild conditions, and has a broad substrate scope. 2,6-Dimethoxy substituted anhydrides afford the corresponding mono-demethylated ynone products in good yields. In particular, 2-hydroxy substituted ynone products are valuable synthetic intermediates because their conversion to biologically active natural product scaffolds is straightforward. Flavones were obtained via 6-endo cyclization of the o-alkynyoylphenol intermediates under acidic conditions. Cesium carbonate was found to promote rapid 5-exo cyclization to furnish aurone products." @default.
- W2949974466 created "2019-06-27" @default.
- W2949974466 creator A5007398043 @default.
- W2949974466 creator A5031380398 @default.
- W2949974466 date "2015-07-01" @default.
- W2949974466 modified "2023-10-07" @default.
- W2949974466 title "Metal-free methodology for the preparation of sterically hindered alkynoylphenols and its application to the synthesis of flavones and aurones" @default.
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- W2949974466 doi "https://doi.org/10.1016/j.tetlet.2015.05.097" @default.
- W2949974466 hasPublicationYear "2015" @default.
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