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A key role for iodobenzene in the direct C-H bond functionalisation of benzoxazoles using PhI(OAc) mediated by a Pd(OAc) /1,10-phenanthroline catalyst system: In situ formation of well-defined Pd nanoparticles

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JournalTetrahedron Letters
DatePublished - 5 Jun 2013
Issue number23
Volume54
Pages (from-to)2906-2908
Original languageEnglish

Abstract

PhI(OAc) has previously been reported as a reagent for the direct arylation of C-H bonds in benzoxazole in a Pd-mediated process. However, evidence reported here suggests this reagent degrades to iodobenzene under the literature reported reaction conditions. Further, we present evidence for the rapid formation of Pd nanoparticles in this reaction, leading us to question what is the active catalytic Pd phase in coupling chemistry?.

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