ReviewChemMedChem2018
The Curtius Rearrangement: Applications in Modern Drug Discovery and Medicinal Chemistry.
Review in ChemMedChem, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
20 citing papers in PubMed.
- Total Synthesis of 8-Hydroxy-dihydroergotamine, the Major Human Metabolite of Dihydroergotamine.Molecules (Basel, Switzerland) · 2026Article
- Room-Temperature Decarboxylative Amination of Electron-Deficient (Hetero)Aromatic Carboxylic Acids.Organic letters · 2026Article
- Article
- Article
- Domino Conjugate Addition-1,4-Aryl Migration for the Synthesis of α,β-Difunctionalized Amides.JACS Au · 2024Article
- Synthesis of Secondary Amines via Self-Limiting Alkylation.Organic letters · 2024Article
- Free-Radical Deoxygenative Amination of Alcohols via Copper Metallaphotoredox Catalysis.Journal of the American Chemical Society · 2024Article
- Ir(iii)/Ag(i)-catalyzed directly C-H amidation of arenes with OH-free hydroxyamides as amidating agents.RSC advances · 2024Article
- Reaction of Picolinamides with Ketones Producing a New Type of Heterocyclic Salts with an Imidazolidin-4-One Ring.Molecules (Basel, Switzerland) · 2023Article
- Synthesis and clinical application of new drugs approved by FDA in 2022.Molecular biomedicine · 2023Review
- Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds.ACS medicinal chemistry letters · 2023Article
- Photoredox-Nickel Dual-CatalyzedJournal of the American Chemical Society · 2023Article
- Natural inspired piperine-based ureas and amides as novel antitumor agents towards breast cancer.Journal of enzyme inhibition and medicinal chemistry · 2022Article
- Continuous Flow Generation of Acylketene Intermediates via Nitrogen Extrusion.The Journal of organic chemistry · 2022Article
- Interrupted Curtius Rearrangements of Quaternary Proline Derivatives: A Flow Route to Acyclic Ketones and Unsaturated Pyrrolidines.The Journal of organic chemistry · 2021Article
- Recent advances in urea- and thiourea-containing compounds: focus on innovative approaches in medicinal chemistry and organic synthesis.RSC medicinal chemistry · 2021Review
- A GeneralChem · 2021Article
- Recent advances in the synthesis of C-terminally modified peptides.Organic & biomolecular chemistry · 2020Review
- Urea Derivatives in Modern Drug Discovery and Medicinal Chemistry.Journal of medicinal chemistry · 2020Article
- Efficient Copper-Catalyzed Multicomponent Synthesis ofJournal of the American Chemical Society · 2019Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors.
Funding
Abstract
The Curtius rearrangement is the thermal decomposition of an acyl azide derived from carboxylic acid to produce an isocyanate as the initial product. The isocyanate can undergo further reactions to provide amines and their derivatives. Due to its tolerance for a large variety of functional groups and complete retention of stereochemistry during rearrangement, the Curtius rearrangement has been used in the synthesis of a wide variety of medicinal agents with amines and amine-derived functional groups such as ureas and urethanes. The current review outlines various applications of the Curtius rearrangement in drug discovery and medicinal chemistry. In particular, the review highlights some widely used rearrangement methods, syntheses of some key agents for popular drug targets and FDA-approved drugs. In addition, the review highlights applications of the Curtius rearrangement in continuous-flow protocols for the scale-up of active pharmaceutical ingredients.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.