ArticleChemical science2022
Metal-free allylic C-H nitrogenation, oxygenation, and carbonation of alkenes by thianthrenation.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Formal Markovnikov Hydroazolation of Alkenes via Reductive Activation of Alkylthianthrenium Salts.Journal of the American Chemical Society · 2026Article
- Synthesis of 1,3-Dienes from Alkenes via Alkenyl Thianthrenium Salts.Journal of the American Chemical Society · 2026Article
- Indirect Anti-Markovnikov Hydrofunctionalization of Terminal Alkenes via an Alkenyl Thianthrenium Intermediate.Angewandte Chemie (International ed. in English) · 2025Article
- Metallaphotoredox deuteroalkylation utilizing thianthrenium salts.Nature communications · 2024Article
- Mechanism ofJournal of the American Chemical Society · 2024Article
- Alkene Thianthrenation Unlocks Diverse Cation Synthons: Recent Progress and New Opportunities.Angewandte Chemie (International ed. in English) · 2024Review
- Unified metal-free intermolecular Heck-type sulfonylation, cyanation, amination, amidation of alkenes by thianthrenation.Nature communications · 2024Article
- Nucleophilic functionalization of thianthrenium salts under basic conditions.Beilstein journal of organic chemistry · 2024Article
- Diastereoselective Synthesis of Cyclopropanes from Carbon Pronucleophiles and Alkenes.Angewandte Chemie (International ed. in English) · 2023Article
- Intertwining Olefin Thianthrenation with Kornblum/Ganem Oxidations: Ene-type Oxidation to Furnish α,β-Unsaturated Carbonyls.Angewandte Chemie (International ed. in English) · 2023Article
- Organothianthrenium salts: synthesis and utilization.Chemical science · 2022Review
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Selective functionalization of allylic C-H bonds into other chemical bonds is among the most straightforward and attractive, yet challenging transformations. Herein, a transition-metal-free protocol for direct allylic C-H nitrogenation, oxygenation, and carbonation of alkenes by thianthrenation was developed. This operationally simple protocol allows for the unified allylic C-H amination, esterification, etherification, and arylation of vinyl thianthrenium salts. Notably, the reaction furnishes multialkyl substituted allylic amines, ammonium salts, sulfonyl amides, esters, and ethers in good yields. The reaction proceeds under mild conditions with excellent functional group tolerance and could be applied to late-stage allylation of natural products, drug molecules and peptides with excellent chemoselectivity.
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