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Iron(III) chloride-catalyzed synthesis of 3-carboxy-2,5-disubstituted furans from γ-alkynyl aryl- and alkylketones

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Abstract A mild, catalytic method for the synthesis of 3-carboxy-2,5-disubstituted furans is reported proceeding via a 5-exo-dig cycloisomerization reaction. The iron(III) chloride-catalyzed transformation of aryl- and alkyl β-ketoesters enables synthetic… Click to show full abstract

Abstract A mild, catalytic method for the synthesis of 3-carboxy-2,5-disubstituted furans is reported proceeding via a 5-exo-dig cycloisomerization reaction. The iron(III) chloride-catalyzed transformation of aryl- and alkyl β-ketoesters enables synthetic access to functionalized furan core structures found in many natural products and complex molecules of biological importance. The method described herein, represents a mild and efficient alternative to currently available reaction protocols.

Keywords: synthesis carboxy; iii chloride; carboxy disubstituted; disubstituted furans; chloride catalyzed; iron iii

Journal Title: Tetrahedron
Year Published: 2017

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