ArticleOrganic letters2018
A Strategy to Aminate Pyridines, Diazines, and Pharmaceuticals via Heterocyclic Phosphonium Salts.
Article in Organic letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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Who cites it
22 citing papers in PubMed.
- X-ray Crystallography-Guided Design and Synthesis of Cyclopentyl Heteroaryl Carboxylic Acid-Based Inhibitors of the SARS-CoV-2 Nsp3 Macrodomain (Mac1).Journal of medicinal chemistry · 2026Article
- Phosphonium Ions as Activating Groups for the Selective Alkylation of Pyridines and Polyazines.Journal of the American Chemical Society · 2026Article
- Photochemical C4-Selective C-H Amination of Quinolines viaOrganic letters · 2026Article
- Article
- Comprehensive perspectives of metal and metal-free C-H activation approaches in pyrimidines and related heteroarenes: scope, mechanistic insights, and synthetic utility.RSC advances · 2025Review
- A Broadly Applicable Strategy to Aminate Azines Enabled by Electronically Tuned Phosphine Reagents.Angewandte Chemie (International ed. in English) · 2025Article
- Polysubstituted Pyridines from 1,4-Oxazinone Precursors.The Journal of organic chemistry · 2024Article
- First total synthesis of caerulomycin K: a case study on selective, multiple C-H functionalizations of pyridines.RSC advances · 2024Article
- Synthesis and Functionalization of Thiophosphonium Salts: A Divergent Approach to Access Thioether, Thioester, and Dithioester Derivatives.Organic letters · 2023Article
- Late-Stage C-H Functionalization of Azines.Chemical reviews · 2023Review
- Metal-Free Phosphination and Continued Functionalization of Pyridine: A Theoretical Study.Molecules (Basel, Switzerland) · 2022Article
- Uniting Amide Synthesis and Activation by PJournal of the American Chemical Society · 2021Article
- Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines.Journal of the American Chemical Society · 2021Article
- Phosphorus-Based Catalysis.ACS central science · 2021Review
- Facile Pyridine SSynlett : accounts and rapid communications in synthetic organic chemistry · 2021Article
- Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines.Chemical science · 2020Article
- Late stage C-H functionalizationChemical science · 2020Review
- Selective Halogenation of Pyridines Using Designed Phosphine Reagents.Journal of the American Chemical Society · 2020Article
- Article
- Cobalt-Catalyzed Alkylation of Drug-Like Molecules and Pharmaceuticals Using Heterocyclic Phosphonium Salts.ACS catalysis · 2019Article
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Authors and funding
4 authors.
Funding
Abstract
A straightforward process to aminate pyridines and diazines is presented by reacting phosphonium salt derivatives with sodium azide. The iminophosphorane products are versatile precursors to several nitrogen-containing functional groups, and the process can be applied to building block heterocycles, to drug-like fragments, and for late-stage functionalization of complex pharmaceuticals. Appealing features of this strategy include using C-H bonds as precursors, precise regioselectivity, and a distinct scope from other amination methods, particularly those relying on halogenated azaarenes.
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