Direct Deoxygenative Formylation of Ketones with Titanium

The introduction of a formyl group at the ketone position is valuable in organic synthesis, and existing methods often rely on multistep procedures and strong bases. Herein, we report a direct deoxygenative formylation of ketones, enabled by a newly developed, cost-effective titanium reagent, (<sup><i>i</i></sup>PrO)<sub>2</sub>Ti(bpy)Cl<sub>2</sub>. This readily accessible reagent demonstrates high selectivity for ketone-DMF coupling, effectively suppressing traditional carbonyl coupling between ketones and/or aldehydes. This method provides a base-free alternative for converting diverse ketones into aldehydes.

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Publication Details

Journal
Organic Letters
Published
2025-06-02
DOI
https://doi.org/10.1021/acs.orglett.5c01624
Citations
5
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
4.68

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article

Direct Deoxygenative Formylation of Ketones with Titanium

Xing‐Zhong Shu, Yuquan Wang
5 citations
Organic Letters
Catalytic C–H Functionalization Methods
4.68
article

Direct Deoxygenative Formylation of Ketones with Titanium

Xing‐Zhong Shu, Yuquan Wang
article en
5 citations

Abstract

The introduction of a formyl group at the ketone position is valuable in organic synthesis, and existing methods often rely on multistep procedures and strong bases. Herein, we report a direct deoxygenative formylation of ketones, enabled by a newly developed, cost-effective titanium reagent, (<sup><i>i</i></sup>PrO)<sub>2</sub>Ti(bpy)Cl<sub>2</sub>. This readily accessible reagent demonstrates high selectivity for ketone-DMF coupling, effectively suppressing traditional carbonyl coupling between ketones and/or aldehydes. This method provides a base-free alternative for converting diverse ketones into aldehydes.

Organic LettersVol. 27(23)
Lanzhou University (CN)
National Natural Science Foundation of China, Science and Technology Department of Gansu Province, Fundamental Research Funds for the Central Universities
Clean water and sanitation
Openalex Percentile: Top 6%
Catalytic C–H Functionalization Methods
4.68
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