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◆ Angewandte Chemie International Edition2025-11-03· Deoxygenation

Direct Deoxyarylation of Non‐Activated Alcohols

Qi Pan, Ruoxi Yu, Zihan Cai, Y.Y. Chen

原始摘要(英文原文)· Original abstract
) substrates, such as aliphatic carboxylic acids and alkyl halides, cost-effective, accessible, and versatile sources of alkyl groups, specifically alcohols, remain underutilized. The direct deoxygenation of alcohols under mild circumstances presents a significant challenge in organic synthesis, primarily due to the absence of an efficient mechanism for the direct activation of C─O bonds. Consequently, there is an imperative necessity for chemists to devise a multifaceted approach for the cross-coupling of alcohols. This study aims to utilize neutral diphenylboron radicals as hydroxyl activation agents to directly activate the carbon-oxygen bonds of prevalent alcohols, thereby generating alkyl radicals, which are subsequently involved in nickel-catalyzed arylation processes. Both free alcohols and aryl bromides, which are easily accessible compounds, can serve as coupling partners directly without requiring pre-functionalization. The direct arylation process of alcohols exhibits a broad substrate scope, as demonstrated by the subsequent arylation of several structurally intricate natural compounds and pharmaceuticals.
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