ReviewChemical reviews2024
Recent Strategies in the Nucleophilic Dearomatization of Pyridines, Quinolines, and Isoquinolines.
Review in Chemical reviews, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed, 157 citations in OpenAlex.
- Computational Thermodynamic and Kinetic Analysis of Meisenheimer Intermediate Formation in Aromatic Nucleophilic Addition.Molecules (Basel, Switzerland) · 2026Article
- Emerging Strategies forJACS Au · 2026Review
- Pd/C-Catalyzed Hydrogenation of CFAngewandte Chemie (International ed. in English) · 2026Article
- Probing Into Asymmetric Dearomatizing Photocycloadditions of 2-Naphthalene Derivatives With Alkenes: [2 + 2] and [4 + 2] Pathways.Angewandte Chemie (International ed. in English) · 2026Article
- Ligand relay catalysis enables asymmetric migratory dearomative annulation of N-heteroarenes.Nature communications · 2026Article
- Photoinduced Hydrogenative Dearomatization With Homocoupling of Quinolines to Construct Octahydro-4,4'-biquinolines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Switchable annulation paths to diverse N-bridged bicyclic scaffolds via ligand-directed dicarbonylation.Nature communications · 2026Article
- Ruthenium Complexes Containing Pyridinyl-Derived Ligands as FLP Catalysts.Inorganic chemistry · 2026Article
- Enantioselective Pd-Catalyzed Electrochemical Dearomative Allylation of Tropones: Construction of All-C Quaternary Stereocenters.Organic letters · 2026Article
- Dynamic Dual Role as Cationic CuOrganic letters · 2026Article
- Chiral hypervalent iodine catalyzed stereoselective skeletal editing of pyrimidine fused heterocycles.Nature communications · 2025Article
- Dearomative Nucleophilic Addition of Lithium Enolates to Electron-Poor Indoles.Chemphyschem : a European journal of chemical physics and physical chemistry · 2025Article
- Regioselective and site-divergent synthesis of tetrahydropyridines by controlled reductive-oxidative dearomative hydroarylation of pyridinium salts.Nature communications · 2025Article
- Catalytic asymmetric synthesis of (N, N)- spiroketal via Pd-catalyzed enantioconvergent aminocarbonylation and dearomative nucleophilic aza-addition.Nature communications · 2025Article
- Asymmetric Rh-Catalyzed Synthesis of Dihydronicotinamides.The Journal of organic chemistry · 2025Article
- Dearomative Cyclization of Ynamides toward the Formation of Fused Diazabicycles.Organic letters · 2025Article
- Three-Way Chemodivergent Derivatization of Non-Activated 2-Arylphenyl Benzyl Ethers.The Journal of organic chemistry · 2025Article
- Photoredox catalytic asymmetric dearomative [3 + 2] cycloaddition of isoquinolines with enones.Nature communications · 2025Article
- Dihapto-Coordinated Conjugated Carbocycles (ηJournal of the American Chemical Society · 2025Article
- Synthesis of IsoquinolineThe Journal of organic chemistry · 2025Article
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Dearomatization reactions have become fundamental chemical transformations in organic synthesis since they allow for the generation of three-dimensional complexity from two-dimensional precursors, bridging arene feedstocks with alicyclic structures. When those processes are applied to pyridines, quinolines, and isoquinolines, partially or fully saturated nitrogen heterocycles are formed, which are among the most significant structural components of pharmaceuticals and natural products. The inherent challenge of those transformations lies in the low reactivity of heteroaromatic substrates, which makes the dearomatization process thermodynamically unfavorable. Usually, connecting the dearomatization event to the irreversible formation of a strong C-C, C-H, or C-heteroatom bond compensates the energy required to disrupt the aromaticity. This aromaticity breakup normally results in a 1,2- or 1,4-functionalization of the heterocycle. Moreover, the combination of these dearomatization processes with subsequent transformations in tandem or stepwise protocols allows for multiple heterocycle functionalizations, giving access to complex molecular skeletons. The aim of this review, which covers the period from 2016 to 2022, is to update the state of the art of nucleophilic dearomatizations of pyridines, quinolines, and isoquinolines, showing the extraordinary ability of the dearomative methodology in organic synthesis and indicating their limitations and future trends.
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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.