Iron-catalyzed aliphatic C–H functionalization to construct carbon–carbon bonds DOI Creative Commons
Lulu Zhou, Hengrui Cai, Dong Xie

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 20, 2025

Abstract Although cytochrome P450 enzymes are powerful catalysts for hydrogen-atom abstraction from alkanes by iron-oxo species, the process typically leads to oxygenated products due ultrafast oxygen rebound. Developing synthetic that mimic this activity while avoiding oxygenation remains challenging, especially intermolecular carbon–carbon bond formation. Here, we report an iron/bioinspired ligand catalyst uses hydrogen peroxide enable undirected methylene C–H functionalization with 1,4-quinones and azines, allowing direct formation of medicinally relevant C–C bonds suppressing The reactions proceed efficiently two equivalents diverse alkanes, site selectivities, which differ those observed in traditional methods, can be predicted based on steric, electronic, stereoelectronic effects, even complex molecules. This overcomes intrinsic limitation P450s, favor incorporation over free radical formation, offering a promising strategy selective alkylation quinones heterocycles using feedstock alkanes.

Язык: Английский

Iron-catalyzed aliphatic C–H functionalization to construct carbon–carbon bonds DOI Creative Commons
Lulu Zhou, Hengrui Cai, Dong Xie

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 20, 2025

Abstract Although cytochrome P450 enzymes are powerful catalysts for hydrogen-atom abstraction from alkanes by iron-oxo species, the process typically leads to oxygenated products due ultrafast oxygen rebound. Developing synthetic that mimic this activity while avoiding oxygenation remains challenging, especially intermolecular carbon–carbon bond formation. Here, we report an iron/bioinspired ligand catalyst uses hydrogen peroxide enable undirected methylene C–H functionalization with 1,4-quinones and azines, allowing direct formation of medicinally relevant C–C bonds suppressing The reactions proceed efficiently two equivalents diverse alkanes, site selectivities, which differ those observed in traditional methods, can be predicted based on steric, electronic, stereoelectronic effects, even complex molecules. This overcomes intrinsic limitation P450s, favor incorporation over free radical formation, offering a promising strategy selective alkylation quinones heterocycles using feedstock alkanes.

Язык: Английский

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