ArticleAngewandte Chemie (International ed. in English)2020
C7-Indole Amidations and Alkenylations by Ruthenium(II) Catalysis.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed, 90 citations in OpenAlex.
- Late-Stage N-Alkenylative Modifications of Indolic Scaffolds with Propiolates: Toward Bisconjugation and Macrocyclization.Organic letters · 2025Article
- RhRu Bimetallic Oxide Cluster Catalysts for Cross-Dehydrogenative Coupling of Arenes and Carboxylic Acids.Journal of the American Chemical Society · 2024Article
- The crucial role of silver(I)-salts as additives in C-H activation reactions: overall analysis of their versatility and applicability.Chemical Society reviews · 2023Review
- Modular synthesis of clickable peptides via late-stage maleimidation on C(7)-H tryptophan.Nature communications · 2023Article
- Directed C-H Functionalization of C3-Aldehyde, Ketone, and Acid/Ester-Substituted Free (NH) Indoles with IodoarenesThe Journal of organic chemistry · 2023Article
- External oxidant-compatible phosphorus(III)-directed site-selective C-H carbonylation.Science advances · 2020Article
- C7-Indole Amidations and Alkenylations by Ruthenium(II) Catalysis.Angewandte Chemie (International ed. in English) · 2020Article
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3 authors.
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No grant is acknowledged in the PubMed record.
Abstract
C7-H-functionalized indoles are ubiquitous structural units of biological and pharmaceutical compounds for numerous antiviral agents against SARS-CoV or HIV-1. Thus, achieving site-selective functionalizations of the C7-H position of indoles, while discriminating among other bonds, is in high demand. Herein, we disclose site-selective C7-H activations of indoles by ruthenium(II) biscarboxylate catalysis under mild conditions. Base-assisted internal electrophilic-type substitution C-H ruthenation by weak O-coordination enabled the C7-H functionalization of indoles and offered a broad scope, including C-N and C-C bond formation. The versatile ruthenium-catalyzed C7-H activations were characterized by gram-scale syntheses and the traceless removal of the directing group, thus providing easy access to pharmaceutically relevant scaffolds. Detailed mechanistic studies through spectroscopic and spectrometric analyses shed light on the unique nature of the robust ruthenium catalysis for the functionalization of the C7-H position of indoles.
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