ArticleNature communications2017
Convenient iron-catalyzed reductive aminations without hydrogen for selective synthesis of N-methylamines.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 98 citations in OpenAlex.
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- Formaldehyde and its surrogates as a C1 platform for defossilised modern societies.Chemical Society reviews · 2025Review
- Review of Modern Eschweiler-Clarke Methylation Reaction.Molecules (Basel, Switzerland) · 2025Review
- The use of methanol as a C1 building block.Nature protocols · 2024Review
- Convenient and efficient N-methylation of secondary amines under solvent-free ball milling conditions.Scientific reports · 2024Article
- Metal-organic framework-derived CoNChemical science · 2023Article
- One-pot reductive amination of carbonyl compounds and nitro compoundsRSC advances · 2023Article
- Streamlining the synthesis of amides using Nickel-based nanocatalysts.Nature communications · 2023Article
- Combined chemoenzymatic strategy for sustainable continuous synthesis of the natural product hordenine.Green chemistry : an international journal and green chemistry resource : GC · 2022Article
- Recent Advances in Carbon-Based Iron Catalysts for Organic Synthesis.Nanomaterials (Basel, Switzerland) · 2022Review
- Ultra-small cobalt nanoparticles from molecularly-defined Co-salen complexes for catalytic synthesis of amines.Chemical science · 2020Article
- Catalytic Reductive Amination of Aldehydes and Ketones With Nitro Compounds: New Light on an Old Reaction.Frontiers in chemistry · 2020Review
- IniScience · 2019Article
- Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines.Nature communications · 2018Article
Corrections and comments
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
N-Methylated amines play an important role in regulating the biological and pharmaceutical properties of all kinds of life science molecules. In general, this class of compounds is synthesized via reductive amination reactions using high pressure of molecular hydrogen. Thus, on laboratory scale especially in drug discovery, activated (toxic) methyl compounds such as methyl iodide and dimethyl sulfate are still employed, which also generate significant amounts of waste. Therefore, the development of more convenient and operationally simple processes for the synthesis of advanced N-methylamines is highly desired. Herein, we report the synthesis of functionalized and structurally diverse N-methylamines directly from nitroarenes and paraformaldehyde, in which the latter acts as both methylation and reducing agent in the presence of reusable iron oxide catalyst. The general applicability of this protocol is demonstrated by the synthesis of >50 important N-methylamines including highly selective reductive N-methylations of life science molecules and actual drugs, namely hordenine, venlafaxine, imipramine and amitriptyline.
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Registered trials
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