ArticleAngewandte Chemie (International ed. in English)2012
A general solution for the 2-pyridyl problem.
Article in Angewandte Chemie (International ed. in English), 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 53 papers.
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Who cites it
53 citing papers in PubMed.
- Substituent-rebound skeletal editing for precise boron-to-carbon single-atom swapping.Nature communications · 2026Article
- Metal-Catalyzed Reductive Coupling of Aryl Halides beyond Premetalated Reagents or Metallic Reductants: Biaryl Formation.Chemical reviews · 2026Review
- Alkoxysulfonium Salts Unlock Access to New Aryl Sulfonium Salts for Cross-Coupling.Angewandte Chemie (International ed. in English) · 2026Article
- Hydrogen-Mediated Reductive Cross-Coupling of Aryl Iodides with Activated Aryl and Heteroaryl Bromides.Journal of the American Chemical Society · 2025Article
- Desulfinative Cross-Coupling as a Method to Overcome Problematic Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heteroaromatic Boronates.ACS medicinal chemistry letters · 2025Review
- Synthesis of Siphonazole B Through Domino Cycloisomerization-Oxazolonium Ion Rearrangements.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Formate-Mediated C-C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling.ACS catalysis · 2025Article
- Aryl halide cross-coupling via formate-mediated transfer hydrogenation.Nature chemistry · 2025Article
- Weak Base-Promoted Direct Cross-Coupling of Naphthalene-1,8-diaminato-substituted Arylboron Compounds.JACS Au · 2024Article
- Mechanistic Studies and Identification of Catalyst Deactivation Pathways for Pyridine(diimine) Iron Catalyzed C(spACS catalysis · 2024Article
- A rapid construction of 1,3,2-benzodiazaborininones [R-B(aam)] from boronic acids and anthranilamides.RSC advances · 2023Article
- A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 5: A Complete Set of Pyridine Boronic Acid Pinacol Esters Featuring Side Chains of Proteinogenic Amino Acids.European journal of organic chemistry · 2022Article
- Preparation of MIDA Anhydride and Reaction with Boronic Acids.Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2022Article
- A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates.Journal of the American Chemical Society · 2021Article
- Base-Activated Latent Heteroaromatic Sulfinates as Nucleophilic Coupling Partners in Palladium-Catalyzed Cross-Coupling Reactions.Angewandte Chemie (International ed. in English) · 2021Article
- C-H functionalisation tolerant to polar groups could transform fragment-based drug discovery (FBDD).Chemical science · 2021Article
- Heteroaryl-Heteroaryl, Suzuki-Miyaura, Anhydrous Cross-Coupling Reactions Enabled by Trimethyl Borate.Journal of the American Chemical Society · 2021Article
- Article
- The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations.Angewandte Chemie (International ed. in English) · 2021Review
- 10-N-heterocylic aryl-isoxazole-amides (AIMs) have robust anti-tumor activity against breast and brain cancer cell lines and useful fluorescence properties.Bioorganic & medicinal chemistry · 2020Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Problem solved: an air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA)(2) powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N'-dimethylformamide, Tf=trifluoromethanesulfonyl.
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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.