ArticleNature communications2019
Bio-inspired iron-catalyzed oxidation of alkylarenes enables late-stage oxidation of complex methylarenes to arylaldehydes.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 104 citations in OpenAlex.
- Review
- Single-iron catalyst with heterogenized TEMPO for selective toluene electrooxidation to benzaldehyde at low potentials.Nature communications · 2026Article
- Selective Toluene Electrooxidation to Benzyl Alcohol.Journal of the American Chemical Society · 2025Article
- Reductive Amination of Carbonyl C-C Bonds Enables Formal Nitrogen Insertion.The Journal of organic chemistry · 2024Article
- Direct Benzylic C-H Etherification Enabled by Base-Promoted Halogen Transfer.Angewandte Chemie (International ed. in English) · 2024Article
- Late-stage modification of bioactive compounds: Improving druggability through efficient molecular editing.Acta pharmaceutica Sinica. B · 2024Review
- Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry.Biotechnology for biofuels and bioproducts · 2022Article
- Electrochemical PINOylation of Methylarenes: Improving the Scope and Utility of Benzylic Oxidation through Mediated Electrolysis.Journal of the American Chemical Society · 2022Article
- Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Formate-driven catalysis and mechanism of an iridium-copper complex for selective aerobic oxidation of aromatic olefins in water.Chemical science · 2021Article
- Hydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols.Angewandte Chemie (International ed. in English) · 2021Article
- On the application of 3d metals for C-H activation toward bioactive compounds: The key step for the synthesis of silver bullets.Beilstein journal of organic chemistry · 2021Review
Corrections and comments
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
Abstract
It is a long-standing challenge to achieve efficient and highly selective aerobic oxidation of methylarenes to benzaldehydes, owing to overoxidation problem stemming from the oxidizability of benzaldehyde far higher than the toluene under usual aerobic conditions. Herein we report a bio-inspired iron-catalyzed polymethylhydrosiloxane-promoted aerobic oxidation of methylarenes to benzaldehydes with high yields and selectivities. Notably, this method can tolerate oxidation-labile and reactive boronic acid group, which is normally required to be transformed immediately after its introduction, and represents a significant advance in the area of the chemistry of organoboronic acids, including the ability to incorporate both aldehyde and ketone functionalities into unprotected arylboronic acids, a class that can be difficult to access by current means. The robustness of this protocol is demonstrated on the late-stage oxidation of complex bioactive molecules, including dehydroabietic acid, Gemfibrozil, Tocopherol nicotinate, a complex polyol structure, and structurally complex arylboronic acids.
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Registered trials
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