Blue light promoted room temperature iron-catalyzed C3-alkylation of indenes by alcohols via borrowing hydrogen methodology

• A general iron-catalyzed C3-alkylation of indene derivatives using primary alcohols as electrophilic partners is developed. Noticeably, this transformation was performed with a variety of substituted indenes and alcohols and was conducted at room temperature thanks to the use of blue light activation. • Noticeably the scope of this reaction is quite broad with both linear alkyl and benzylic alcohols and a good functional group tolerance was observed notably with halides, heteroaromatics, benzyloxy, amino, hydroxy, cyclopropyl and remoted C C double bonds which were not altered. Additionally, the reaction can be extended to 2-, 4- and 7-substituted indenes. (38 examples, 30–99% yields) • Control experiments permitted to propose a catalytic cycle explaining notably the role of the blue light. We reported herein a general iron-catalyzed C3-alkylation of indene derivatives using primary alcohols as electrophilic partners. Noticeably, this transformation was performed with a variety of substituted indenes and alcohols at room temperature thanks to the use of blue light activation. (38 examples, 30–99% yields) Control experiments permitted to propose a catalytic cycle explaining notably the role of the blue light.

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Publication Details

Journal
Journal of Catalysis
Published
2026-02-13
DOI
https://doi.org/10.1016/j.jcat.2026.116764
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Blue light promoted room temperature iron-catalyzed C3-alkylation of indenes by alcohols via borrowing hydrogen methodology

Christophe Darcel, Subash Nethaji Narayanasamy, Lingfeng Zhao
Journal of Catalysis
Catalytic C–H Functionalization Methods
article

Blue light promoted room temperature iron-catalyzed C3-alkylation of indenes by alcohols via borrowing hydrogen methodology

Christophe Darcel, Subash Nethaji Narayanasamy, Lingfeng Zhao
article en

Abstract

• A general iron-catalyzed C3-alkylation of indene derivatives using primary alcohols as electrophilic partners is developed. Noticeably, this transformation was performed with a variety of substituted indenes and alcohols and was conducted at room temperature thanks to the use of blue light activation. • Noticeably the scope of this reaction is quite broad with both linear alkyl and benzylic alcohols and a good functional group tolerance was observed notably with halides, heteroaromatics, benzyloxy, amino, hydroxy, cyclopropyl and remoted C C double bonds which were not altered. Additionally, the reaction can be extended to 2-, 4- and 7-substituted indenes. (38 examples, 30–99% yields) • Control experiments permitted to propose a catalytic cycle explaining notably the role of the blue light. We reported herein a general iron-catalyzed C3-alkylation of indene derivatives using primary alcohols as electrophilic partners. Noticeably, this transformation was performed with a variety of substituted indenes and alcohols at room temperature thanks to the use of blue light activation. (38 examples, 30–99% yields) Control experiments permitted to propose a catalytic cycle explaining notably the role of the blue light.

Journal of CatalysisVol. 456
Centre National de la Recherche Scientifique (FR), Institut des Sciences Chimiques de Rennes (FR)
Clean water and sanitation
Openalex Percentile: Top 56%
Catalytic C–H Functionalization Methods
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