ArticleAngewandte Chemie (International ed. in English)2023
Translating Planar Heterocycles into Three-Dimensional Analogs by Photoinduced Hydrocarboxylation.
Article in Angewandte Chemie (International ed. in English), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
14 citing papers in PubMed.
- Advancing Drug Discovery through Academia-Industry Collaborations: Lessons from Merck Discovery Chemistry Partnerships.ACS central science · 2026Review
- Photocatalytic, Scalable Anti-Markovnikov Hydrocarboxylation of Unactivated Alkenes via Amine-Mediated COJACS Au · 2026Article
- Photocatalytic reductive carboxylation of unactivated hydrazones with CONature communications · 2026Article
- Visible-Light-Driven Carboxylative 1,2-Difunctionalization of C=C Bonds with Tetrabutylammonium Oxalate.ACS central science · 2025Article
- C(spACS catalysis · 2025Article
- Alkene Carboxy-Alkylation via COJournal of the American Chemical Society · 2024Article
- Nickel-Catalyzed Hydrocarboxylation of Terminal Unactivated Alkenes: Formation of Branched Carboxylic Acids and Competing Catalyst Deactivation from COOrganometallics · 2024Article
- Mild Photochemical Reduction of Alkenes and Heterocycles via Thiol-Mediated Formate Activation.Organic letters · 2024Article
- Photochemical dearomative skeletal modifications of heteroaromatics.Chemical Society reviews · 2024Review
- Visible-light-driven alkene dicarboxylation with formate and COChemical science · 2024Article
- γ-Butyrolactone Synthesis from Allylic Alcohols Using the COPrecision chemistry · 2024Article
- Single electron reduction of NHC-COChemical science · 2024Article
- Recent Advances in C-H Functionalisation through Indirect Hydrogen Atom Transfer.Molecules (Basel, Switzerland) · 2023Review
- Radical Hydrocarboxylation of Unactivated Alkenes via Photocatalytic Formate Activation.Journal of the American Chemical Society · 2023Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
The rapid preparation of complex three-dimensional (3D) heterocyclic scaffolds is a key challenge in modern medicinal chemistry. Despite the increased probability of clinical success for small molecule therapeutic candidates with increased 3D complexity, new drug targets remain dominated by flat molecules due to the abundance of coupling reactions available for their construction. In principle, heteroarene hydrofunctionalization reactions offer an opportunity to transform readily accessible planar molecules into more three-dimensionally complex analogs through the introduction of a single molecular vector. Unfortunately, dearomative hydrofunctionalization reactions remain limited. Herein, we report a new strategy to enable the dearomative hydrocarboxylation of indoles and related heterocycles. This reaction represents a rare example of a heteroarene hydrofunctionalization that meets the numerous requirements for broad implementation in drug discovery. The transformation is highly chemoselective, broad in scope, operationally simple, and readily amenable to high-throughput experimentation (HTE). Accordingly, this process will allow existing libraries of heteroaromatic compounds to be translated into diverse 3D analogs and enable exploration of new classes of medicinally relevant molecules.
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Registered trials
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