Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction wou...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-04, Vol.17 (17), p.4225-4229
Hauptverfasser: Oshimoto, Kohei, Tsuji, Hiroaki, Kawatsura, Motoi
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Sprache:eng
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Acetophenone
Chemical synthesis
Copper
Derivatives
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creator Oshimoto, Kohei
Tsuji, Hiroaki
Kawatsura, Motoi
description We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.
doi_str_mv 10.1039/c9ob00572b
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Acetophenone
Chemical synthesis
Copper
Derivatives
title Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols
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