The difunctionalization of olefins via a radical-mediated functional group migration (FGM) strategy can simultaneously construct two or more chemical bonds, greatly improving the synthesis efficiency of organic molecules. Herein, the 1,2-dicarbofunctionalization of unactivated olefins containing migration groups with fluoroalkyl carboxylic acids or aldehydes have been developed via a photoinduced ligand-to-iron charge transfer strategy, including 1,2-fluoroalkylacylation, fluoroalkylarylation, and acylarylation. (Hetero)aryl, aromatic and aliphatic acyl groups can serve as suitable migration groups, and both aromatic and aliphatic aldehyde substrates can participate in the 1,2-acylarylation as carbon-centered radical precursors. Structurally diverse fluorine-containing alkyl, acyl and (hetero) aryl groups can be introduced into unactivated olefins through this synthetic protocol with excellent site-selectivity. Photoinduced decarboxylation or a hydrogen atom transfer process mediated by Fe(III)–carboxylate complexes or Fe(III)–chlorine complexes, as well as functional group migration, are the core processes of this protocol. The practicality of this method has been demonstrated by a gram-scale reaction and the derivatization of drug molecules such as ibuprofen, camphor, and gemfibrozil.

中文翻译：

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通过配体到铁的电荷转移和官能团迁移策略实现未活化烯烃的光诱导双官能化


通过自由基介导的官能团迁移（FGM）策略对烯烃进行双官能化，可以同时构建两个或多个化学键，大大提高有机分子的合成效率。在此，通过光诱导配体到铁的电荷转移策略，包括1,2-氟烷基酰化、氟烷基芳基化和酰芳基化，开发了含有迁移基团的未活化烯烃与氟烷基羧酸或醛的1,2-二碳官能化。 (杂)芳基、芳香族和脂肪族酰基可以作为合适的迁移基团，并且芳香族和脂肪族醛底物都可以作为碳中心自由基前体参与1,2-酰基化。通过这种具有优异位点选择性的合成方案，可以将结构多样的含氟烷基、酰基和（杂）芳基引入未活化的烯烃中。由 Fe(III)-羧酸盐复合物或 Fe(III)-氯复合物介导的光诱导脱羧或氢原子转移过程，以及官能团迁移，是该协议的核心过程。该方法的实用性已通过克级反应和药物分子（如布洛芬、樟脑和吉非贝齐）的衍生化得到证明。