4 research outputs found

    The Rearrangement of <i>tert</i>-Butylperoxides for the Construction of Polysubstituted Furans

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    The Brønsted acid catalyzed rearrangement of <i>tert</i>-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, <i>tert</i>-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum–DelaMare rearrangements and acid-promoted Paal–Knorr reactions

    Hydroxysulfenylation of Electron-Deficient Alkenes through an Aerobic Copper Catalysis

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    A copper-catalyzed hydroxysulfenylation of α,β-unsaturated esters/amides is reported. The method presents a selective and efficient synthesis of β-hydroxysulfides bearing electron-withdrawing groups. The synthetic utility of this method is demonstrated by the concise synthesis of the anticancer drug bicalutamide

    Iron-Catalyzed Acylation-Oxygenation of Terminal Alkenes for the Synthesis of Dihydrofurans Bearing a Quaternary Carbon

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    Iron-catalyzed acylation-oxygenation of terminal alkenes is reported. Acyl radicals generated by the oxidation of aldehydes add to terminal alkenes and followed by intramolecular oxygenation give functionalized 2,3-dihydrofuran derivatives bearing a quaternary carbon

    Benzannulation of Indoles to Carbazoles and Its Applications for Syntheses of Carbazole Alkaloids

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    A novel and efficient method for the benzannulation of indoles to carbazoles is reported. γ-Carbonyl <i>tert</i>-butylperoxide is applied as a new diene building block for the π-extension of simple indoles. The synthetic utility of this method is demonstrated by concise and selective total syntheses of naturally occurring carbazole alkaloids, olivacine, and asteropusazole A
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