表面改性
化学
氢原子
背景(考古学)
组合化学
原子转移自由基聚合
激进的
试剂
分子间力
自由基离子
反应性(心理学)
有机合成
偶联反应
分子
催化作用
光化学
有机化学
聚合物
离子
烷基
医学
古生物学
替代医学
物理化学
病理
共聚物
生物
作者
Dung L. Golden,Sung‐Eun Suh,Shannon S. Stahl
标识
DOI:10.1038/s41570-022-00388-4
摘要
C–H functionalization reactions are playing an increasing role in the preparation and modification of complex organic molecules, including pharmaceuticals, agrochemicals and polymer precursors. In recent years, there have been many reports of radical C–H functionalization reactions initiated by hydrogen-atom transfer and proceeding via open-shell radical intermediates. These methods introduce strategic opportunities to functionalize C(sp3)–H bonds. Examples include synthetically useful advances in radical-chain reactivity and biomimetic radical-rebound reactions. A growing number of reactions, however, have been found to proceed via radical relay, whereby hydrogen-atom transfer generates a diffusible radical that is functionalized by a separate reagent or catalyst. The latter methods provide the basis for versatile C–H cross-coupling methods with diverse partners. In this Review, we highlight recent examples of radical-chain and radical-rebound methods to provide context for a survey of emerging radical-relay methods, which greatly expand the scope and utility of intermolecular C(sp3)–H functionalization and cross coupling. Radical reaction pathways have evolved sufficiently that C(sp3)–H bonds may now be viewed as strategic ‘reagents’ for bond formation in synthetic organic chemistry. This Review highlights the diverse approaches for C(sp3)–H functionalization and cross-coupling reactions, emphasizing radical-relay reactions.
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