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Diaryl formation is achieved by coupling phenols and (hetero)aryl halides under the catalysis of CuI/N,N?-bis(2-phenylphenyl) oxalamide (BPPO) or CuI/N-(2-phenylphenyl)-N?-benzyl oxalamide (PPBO) at 90 C using DMF or MeCN as the solvent. Only 0.2-2 mol % CuI and ligand are required for complete conversion, which represents the lowest catalytic loadings for a general Cu/ligand-catalyzed diaryl ether formation.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem