It was demonstrated that a simple yet well-folded pyridone dimer, possessing two convergently aligned electron-rich O atoms for potassium binding, can serve as a highly efficient organocatalyst for catalyzing transition-metal-free arylations of unactivated aromatic C-H bonds with aryl halides in the presence of t-BuOK. A wide range of aryl iodides could be cross-coupled with unactivated arenes in moderate to excellent yields. The experiments using radical-scavenging reagents confirm the participation of radicals in this catalytic transformation.

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http://dx.doi.org/10.1021/acs.orglett.7b00921DOI Listing

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