ArticleAngewandte Chemie (International ed. in English)2021
Photo Click Reaction of Acylsilanes with Indoles.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Unnatural Amino Acid and Emerging Chemistry Approaches to Map RNA-Protein Interactions.Angewandte Chemie (International ed. in English) · 2026Review
- Mechanism Inversion in Visible Light-Induced Photoclick Reactions.Journal of the American Chemical Society · 2025Article
- Photoinduced Copper-Catalyzed Cross-Coupling of Acylsilanes with Heteroarenes via Bimetallic Relay.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Trimethylsilanol Cleaves Stable Azaylides As Revealed by Unfolding of Robust "Staudinger" Single-Chain Nanoparticles.ACS polymers Au · 2024Article
- Wavelength-dependent rearrangements of an α-dione chromophore: a chemical pearl in a bis(hypersilyl) oyster.Chemical science · 2024Article
- Benzoyldiisopropylchlorosilane: a visible light photocleavable alcohol protecting group.Chemical science · 2023Article
- Establishing PQ-ERA photoclick reactions with unprecedented efficiency by engineering of the nature of the phenanthraquinone triplet state.Chemical science · 2023Article
- Gold-catalyzed four-component multifunctionalization of alkynes.Nature communications · 2023Article
- Synthesis and Characterization of a Variety of α,ω-Bisacylpolysilanes-A Study on Reactivity and Accessibility.ACS omega · 2022Article
- Cascade cyclization of alkene-tethered acylsilanes and allylic sulfones enabled by unproductive energy transfer photocatalysis.Nature communications · 2022Article
- Functionalized Cyclopentenes via the Formal [4+1] Cycloaddition of Photogenerated Siloxycarbenes from Acyl Silanes.The Journal of organic chemistry · 2022Article
- Photo-Brook rearrangement of acyl silanes as a strategy for photoaffinity probe design.Chemical science · 2022Article
- Intramolecular photochemical [2 + 1]-cycloadditions of nucleophilic siloxy carbenes.Chemical science · 2022Article
- Direct synthesis and applications of solid silylzinc reagents.Chemical science · 2021Article
- Photo Click Reaction of Acylsilanes with Indoles.Angewandte Chemie (International ed. in English) · 2021Article
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3 authors.
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Abstract
Light-mediated coupling of acylsilanes with indoles is reported. This photo click reaction occurs under mild conditions (415 nm) mostly in quantitative yield and provides stable silylated N,O-acetals via light mediated siloxycarbene generation with subsequent indole-N-H insertion. We show that this very efficient and fully atom economic coupling process can be applied to conjugate complex systems, as documented by the clicking of carbohydrates with indole alkaloids. The method is also applicable to the conjugation of polymer chains. The linking acetal moiety can be readily cleaved and it is also shown that wavelength-selective coupling and cleavage with acyl silanes bearing a second photoactive moiety is possible. This is documented by a successful polymerization/depolymerization sequence and by a polymer folding/unfolding process.
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