ArticleChemical science2022
Catalytic intramolecular aminoarylation of unactivated alkenes with aryl sulfonamides.
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 16 papers.
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Who cites it
16 citing papers in PubMed.
- Radical docking-migration: a powerful strategy for difunctionalization of alkenes and alkynes.Chemical science · 2026Review
- Smiles-Truce Cascades Enable Heteroaryl Cyclopropane and Sultine Synthesis.Angewandte Chemie (International ed. in English) · 2025Article
- Advancing Sulfinyl Radical Chemistry: An Asymmetric Smiles Rearrangement with Chiral Sulfoxides.Angewandte Chemie (International ed. in English) · 2025Article
- Merging Hydrogen-Atom-Transfer and the Truce-Smiles Rearrangement for Synthesis of β-Arylethylamines from Unactivated Allylsulfonamides.Angewandte Chemie (International ed. in English) · 2025Article
- Transition Metal Catalysis for the Asymmetric Synthesis of 2-Arylethylamines: A Review of the New Millennium.Molecules (Basel, Switzerland) · 2025Review
- A General Amino-(Hetero)arylation of Simple Olefins with (Hetero)aryl Sulfonamides Enabled by anACS catalysis · 2025Article
- Radical-Mediated α-JACS Au · 2024Article
- A general alkene aminoarylation enabled by N-centred radical reactivity of sulfinamides.Nature chemistry · 2024Article
- A free-radical design featuring an intramolecular migration for a synthetically versatile alkyl-(hetero)arylation of simple olefins.Chemical science · 2024Article
- Metal-free photocatalytic cross-electrophile coupling enables C1 homologation and alkylation of carboxylic acids with aldehydes.Nature communications · 2024Article
- Aryne-Enabled C-N Arylation of Anilines.Angewandte Chemie (International ed. in English) · 2023Article
- Synthesis of Functionalized Pyrrolidinone Scaffolds via Smiles-Truce Cascade.Organic letters · 2023Article
- An NHC-Catalyzed Desulfonylative Smiles Rearrangement of Pyrrole and Indole Carboxaldehydes.The Journal of organic chemistry · 2023Article
- Energy-transfer-induced [3+2] cycloadditions of N-N pyridinium ylides.Nature chemistry · 2023Article
- Photocatalytic Alkylation of C(spAngewandte Chemie (International ed. in English) · 2023Article
- Mechanism of Visible Light-Mediated Alkene Aminoarylation with Arylsulfonylacetamides.ACS catalysis · 2022Article
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Arylethylamines are abundant motifs in myriad natural products and pharmaceuticals, so efficient methods to synthesize them are valuable in drug discovery. In this work, we disclose an intramolecular alkene aminoarylation cascade that exploits the electrophilicity of a nitrogen-centered radical to form a C-N bond, then repurposes the nitrogen atom's sulfonyl activating group as a traceless linker to form a subsequent C-C bond. This photoredox catalysis protocol enables the preparation of densely substituted arylethylamines from commercially abundant aryl sulfonamides and unactivated alkenes under mild conditions. Reaction optimization, scope, mechanism, and synthetic applications are discussed.
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