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One-pot synthesis of 2,3-disubstituted benzofurans from 2-chlorophenols using palladium–dihydroxyterphenylphosphine catalyst

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Abstract 2,3-Disubstituted benzofurans possessing 2-hydroxyphenyl moiety at the C-3 position were synthesized from readily available 2-chlorophenols and terminal alkynes by hydroxy-directed ortho-Sonogashira coupling and subsequent oxypalladation/reductive elimination, using Pd-dihydroxyterphenylphosphine catalyst.… Click to show full abstract

Abstract 2,3-Disubstituted benzofurans possessing 2-hydroxyphenyl moiety at the C-3 position were synthesized from readily available 2-chlorophenols and terminal alkynes by hydroxy-directed ortho-Sonogashira coupling and subsequent oxypalladation/reductive elimination, using Pd-dihydroxyterphenylphosphine catalyst. The catalyst accelerates not only the Sonogashira coupling but also the introduction of 2-hydroxyphenyl group at the C-3 position of benzofuran.

Keywords: pot synthesis; dihydroxyterphenylphosphine catalyst; synthesis disubstituted; one pot; catalyst; disubstituted benzofurans

Journal Title: Tetrahedron Letters
Year Published: 2018

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