ArticleNature communications2022
Transition-metal-free synthesis of pyrimidines from lignin β-O-4 segments via a one-pot multi-component reaction.
Article in Nature communications, 2022. 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, 95 citations in OpenAlex.
- Photocatalytic Lignin Depolymerization and Cross-Coupling With Alcohols to Produce Unsymmetric Aromatic Diols.Angewandte Chemie (International ed. in English) · 2026Article
- A universal atomically dispersed cobalt catalyst for alkylation of ketones alcohols and lignin-derived compounds.Nature communications · 2026Article
- Introduction of amino groups into lignin and lignin model compounds: recent advances.RSC advances · 2025Review
- Synthesis of bio-based N-containing compounds from biomass.National science review · 2025Review
- Catalytic refining lignin into toluene over atomically dispersed Cu/Ni dual sites.Nature communications · 2025Article
- Density Functional Theory Calculations and Infrared Spectral Analysis of Lignin.Molecules (Basel, Switzerland) · 2024Article
- Photothermal catalytic transfer hydrogenolysis of protolignin.Nature communications · 2024Article
- Atomically dispersed cobalt catalysts for tandem synthesis of primary benzylamines from oxidized β-O-4 segments.Chemical science · 2024Article
- Aqueous amine enables sustainable monosaccharide, monophenol, and pyridine base coproduction in lignocellulosic biorefineries.Nature communications · 2024Article
- Towards bioresource-based aggregation-induced emission luminogens from lignin β-O-4 motifs as renewable resources.Nature communications · 2023Article
- Imidazo[1,2-a]pyridine derivatives synthesis from lignin β-O-4 segments via a one-pot multicomponent reaction.iScience · 2023Article
- Structural materials with afterglow room temperature phosphorescence activated by lignin oxidation.Nature communications · 2022Article
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Authors and funding
11 authors at 4 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Heteroatom-participated lignin depolymerization for heterocyclic aromatic compounds production is of great importance to expanding the product portfolio and meeting value-added biorefinery demand, but it is also particularly challenging. In this work, the synthesis of pyrimidines from lignin β-O-4 model compounds, the most abundant segment in lignin, mediated by NaOH through a one-pot multi-component cascade reaction is reported. Mechanism study suggests that the transformation starts by NaOH-induced deprotonation of Cα-H bond in β-O-4 model compounds, and involves highly coupled sequential cleavage of C-O bonds, alcohol dehydrogenation, aldol condensation, and dehydrogenative aromatization. This strategy features transition-metal free catalysis, a sustainable universal approach, no need of external oxidant/reductant, and an efficient one-pot process, thus providing an unprecedented opportunity for N-containing aromatic heterocyclic compounds synthesis from biorenewable feedstock. With this protocol, an important marine alkaloid meridianin derivative can be synthesized, emphasizing the application feasibility in pharmaceutical synthesis.
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