ArticleAngewandte Chemie (International ed. in English)2020
Sterically Controlled C-H Olefination of Heteroarenes.
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 14 papers.
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Who cites it
14 citing papers in PubMed.
- Catalyst-Controlled Regiodivergent C-H Olefination of Furanyl Carbamates through a Rational Approach.JACS Au · 2026Article
- Dual Ligand-Enabled Nondirected C─H Olefination of (Hetero)Arenes for the Synthesis of Clickable Derivatives.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Elucidating Ligand-Dependent Selectivities in Pd-Catalyzed C-H Activations.Angewandte Chemie (International ed. in English) · 2025Article
- Palladium-Catalyzed Non-Directed C─H Functionalization of Arenes with Trifluoromethylated Olefins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Electrocatalyzed direct arene alkenylations without directing groups for selective late-stage drug diversification.Nature communications · 2023Article
- Transition-Metal-Catalyzed C-H Bond Activation for the Formation of C-C Bonds in Complex Molecules.Chemical reviews · 2023Review
- Sterically controlled isodesmic late-stage C-H iodination of arenes.Chemical science · 2023Article
- Mechanistic studies of the palladium-catalyzed S,O-ligand promoted C-H olefination of aromatic compounds.Chemical science · 2023Article
- Palladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes.Journal of the American Chemical Society · 2021Article
- Ligand switchable site selectivity in C-H alkenylation of thiophenes by turnover-limiting step control.Chemical communications (Cambridge, England) · 2021Article
- Mechanism of the Arene-Limited Nondirected C-H Activation of Arenes with Palladium*.Angewandte Chemie (International ed. in English) · 2021Article
- (2-Ethylhexyl)sodium: A Hexane-Soluble Reagent for Br/Na-Exchanges and Directed Metalations in Continuous Flow.Angewandte Chemie (International ed. in English) · 2021Article
- Catalyst-Controlled Regiodivergent C-H Alkynylation of Thiophenes*.Angewandte Chemie (International ed. in English) · 2021Article
- Sterically Controlled C-H Olefination of Heteroarenes.Angewandte Chemie (International ed. in English) · 2020Article
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4 authors.
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No grant is acknowledged in the PubMed record.
Abstract
The regioselective functionalization of heteroarenes is a highly attractive synthetic target due to the prevalence of multiply substituted heteroarenes in nature and bioactive compounds. Some substitution patterns remain challenging: While highly efficient methods for the C2-selective olefination of 3-substituted five-membered heteroarenes have been reported, analogous methods to access the 5-olefinated products have remained limited by poor regioselectivities and/or the requirement to use an excess of the valuable heteroarene starting material. Herein we report a sterically controlled C-H olefination using heteroarenes as the limiting reagent. The method enables the highly C5-selective olefination of a wide range of heteroarenes and is shown to be useful in the context of late-stage functionalization.
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