ArticleChemical communications (Cambridge, England)2016
Mechanistic insights into the potassium tert-butoxide-mediated synthesis of N-heterobiaryls.
Article in Chemical communications (Cambridge, England), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 41 citations in OpenAlex.
- Atroposelective Synthesis of Biaryl N-Oxides via Cu-Catalyzed De Novo Heteroaromatic N-Oxide Ring Formation.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations.Angewandte Chemie (International ed. in English) · 2021Review
- 1,1'-Biisoquinolines-Neglected Ligands in the Heterocyclic Diimine Family That Provoke Stereochemical Reflections.Molecules (Basel, Switzerland) · 2021Review
- Reductive Coupling of (Fluoro)pyridines by Linear 3d-Metal(I) Silylamides of Cr-Co: A Tale of C-C Bond Formation, C-F Bond Cleavage and a Pyridyl Radical Anion.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Reagent-controlled regiodivergent intermolecular cyclization of 2-aminobenzothiazoles with β-ketoesters and β-ketoamides.Beilstein journal of organic chemistry · 2017Article
- Organocatalytic Synthesis of Methylene-Bridged N-Heterobiaryls.Organic letters · 2016Article
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 4 countries.
Funding
Abstract
We report herein that symmetrical and non-symmetrical N-heterobiaryls are produced by a potassium tert-butoxide-mediated dimerization of heterocyclic N-oxides. The reaction is scalable and transition metal-free, and can be carried out under thermal and microwave conditions. Preliminary mechanistic studies point to the involvement of radical anionic intermediates arising from the N-oxide substrates and potassium tert-butoxide.
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Registered trials
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