Photoinduced iron-catalyzed reduction of nitroarenes for multicomponent synthesis of α-branched secondary amines
Herein, we report a visible-light-induced, iron-catalyzed protocol that achieves <i>in situ</i> reduction of nitroarenes to anilines, followed by alkane C-H activation <i>via</i> a ligand-to-metal charge transfer (LMCT) pathway to furnish α-branched secondary amines under mild conditions. This one-pot, multicomponent strategy tolerates a wide range of nitroarenes, aldehydes, and alkanes, affording the desired products in good to excellent yields with broad functional group compatibility. Mechanistic investigations reveal that visible-light irradiation promotes efficient reduction of nitroarenes, while photoexcitation of Fe(III) species triggers LMCT to generate chlorine radicals, which engage in the subsequent three-component coupling.
Authors
- Ke Zheng (ORCID: https://orcid.org/0000-0002-3345-7715)
- Huiji Gao (ORCID: https://orcid.org/0009-0006-0424-248X)
- Qian Zhang (ORCID: https://orcid.org/0000-0002-3136-841X)
Institutions
- Sichuan University (CN)
- State Key Laboratory of Biotherapy
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc04672f
- Primary Topic
- Nanomaterials for catalytic reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00