ArticleThe Journal of organic chemistry2017
Coupling of Challenging Heteroaryl Halides with Alkyl Halides via Nickel-Catalyzed Cross-Electrophile Coupling.
Article in The Journal of organic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.
What it found
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Who cites it
33 citing papers in PubMed.
- Noninnocent Deep Eutectic Solvents Enable Selective, Sustainable Nickel-Catalyzed Cross-Electrophile Couplings to Diarylmethanes.ChemSusChem · 2026Article
- Desulfinative Cross-Coupling as a Method to Overcome Problematic Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heteroaromatic Boronates.ACS medicinal chemistry letters · 2025Review
- Evolving Landscape: Accounts of Academic-Industrial Collaborations in Chemistry Technology.ACS medicinal chemistry letters · 2025Review
- Target-Guided Design and Synthesis of Aryl-Functionalized Promysalin Analogs.Chembiochem : a European journal of chemical biology · 2025Article
- Aryl Acid-Alcohol Cross-Coupling: C(spJournal of the American Chemical Society · 2025Article
- Translation of Nickel-Catalyzed C(spOrganic letters · 2025Article
- Cross-Electrophile Coupling to Form Sterically Hindered C(spJournal of the American Chemical Society · 2025Article
- Remote Migratory Reductive Arylation of Unactivated Alkenes Enabled by Electrochemical Nickel Catalysis.ChemSusChem · 2025Article
- One-Pot Chlorination and Cross-Electrophile Coupling of Alcohols with Aryl Chlorides.Organic letters · 2025Article
- Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Alkyl Halides: Mechanism-Informed Design of More General Conditions.Journal of the American Chemical Society · 2025Article
- Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis.Chemical reviews · 2024Review
- Ni-Catalyzed Electro-Reductive Cross-Electrophile Couplings of Alkyl Amine-Derived Radical Precursors with Aryl Iodides.The Journal of organic chemistry · 2024Article
- Nickel-Catalyzed Electrochemical Cross-Electrophile C(spAngewandte Chemie (International ed. in English) · 2024Article
- Electrosynthesis of iminophosphoranes and applications in nickel catalysis.Chemical science · 2024Article
- PrimaryFaraday discussions · 2023Article
- Formal Cross-Coupling of Amines and Carboxylic Acids to Form spJournal of the American Chemical Society · 2023Article
- Mechanical Activation of Zero-Valent Metal Reductants for Nickel-Catalyzed Cross-Electrophile Coupling.ACS catalysis · 2022Article
- Zinc-Free, Scalable Reductive Cross-Electrophile Coupling Driven by Electrochemistry in an Undivided Cell.ACS catalysis · 2022Article
- Overcoming Limitations in Decarboxylative Arylation via Ag-Ni Electrocatalysis.Journal of the American Chemical Society · 2022Article
- Control of Redox-Active Ester Reactivity Enables a General Cross-Electrophile Approach to Access Arylated Strained Rings.Angewandte Chemie (International ed. in English) · 2022Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Despite their importance, the synthesis of alkylated heterocycles from the cross-coupling of Lewis basic nitrogen heteroaryl halides with alkyl halides remains a challenge. We report here a general solution to this challenge enabled by a new collection of ligands based around 2-pyridyl-N-cyanocarboxamidine and 2-pyridylcarboxamidine cores. Both primary and secondary alkyl halides can be coupled with 2-, 3-, and 4-pyridyl halides as well as other more complex heterocycles in generally good yields (41 examples, 69% ave yield).
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