An efficient halogenation of electron-deficient (hetero)arenes is described. The reaction utilizes common t-BuONa as a catalyst (for iodination) or a promoter (for bromination and chlorination), and perfluorobutyl iodide, CBr₄ or CCl₄ as the readily-available halogenating agents, respectively. The protocol features broad scope, high efficiency, mild conditions and gram scalability. An ionic pathway involving halogen bond formation and halophilic attack is proposed. The utility of the resulting iodinated heteroarenes is demonstrated in visible light-mediated C_aryl–C_aryl cross-coupling reaction.

中文翻译：

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t -BuONa介导的缺电子（杂）芳烃的直接C–H卤化†

描述了电子缺陷（杂）芳烃的有效卤化。该反应利用普通的t- BuONa作为催化剂（用于碘化）或促进剂（用于溴化和氯化），并使用全氟丁基碘化物，CBr ₄或CCl ₄作为容易获得的卤化剂。该协议具有范围广，效率高，条件温和和克扩展性强的特点。提出了涉及卤素键形成和嗜盐攻击的离子途径。在可见光介导的C_芳基–C_芳基交叉偶联反应中证明了所得碘化杂_芳烃的效用。