ArticleAngewandte Chemie (International ed. in English)2023
Palladium/Norbornene-Catalyzed Direct Vicinal Di-Carbo-Functionalization of Indoles: Reaction Development and Mechanistic Study.
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 6 papers.
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6 citing papers in PubMed.
- Functionalization of Heteroarenes via Palladium/Norbornene-Catalyzed Double C-H Activation.Accounts of chemical research · 2026Article
- Photothermal catalysis versus thermal catalysis: A palladium-catalyzed intermolecular three-component C─H 1,3-Science advances · 2026Article
- Structural effects of arsine ligands on C-H difunctionalization of thiophene.Chemical science · 2025Article
- Concise Total Syntheses of Leuconoxine-Type Alkaloids Enabled by Palladium/Norbornene-Catalyzed Pyrrole Difunctionalization.Angewandte Chemie (International ed. in English) · 2025Article
- Modifying Parallel Excitations into One Framework for C(spAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Rapid and Modular Access to Multifunctionalized 1,2-Azaborines via Palladium/Norbornene Cooperative Catalysis.Journal of the American Chemical Society · 2024Article
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Abstract
Methods that can simultaneously install multiple different functional groups to heteroarenes via C-H functionalizations are valuable for complex molecule synthesis, which, however, remain challenging to realize. Here we report the development of vicinal di-carbo-functionalization of indoles in a site- and regioselective manner, enabled by the palladium/norbornene (Pd/NBE) cooperative catalysis. The reaction is initiated by the Pd(II)-mediated C3-metalation and specifically promoted by the C1-substituted NBEs. The mild, scalable, and robust reaction conditions allow for a good substrate scope and excellent functional group tolerance. The resulting C2-arylated C3-alkenylated indoles can be converted to diverse synthetically useful scaffolds. The combined experimental and computational mechanistic study reveals the unique role of the C1-substituted NBE in accelerating the turnover-limiting oxidative addition step.
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