ArticleJournal of the American Chemical Society2021
Photocatalytic Hydroaminoalkylation of Styrenes with Unprotected Primary Alkylamines.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
What it found
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Who cites it
19 citing papers in PubMed, 76 citations in OpenAlex.
- Photocatalytic Annulation of Primary Amines to δ-Lactams: Access to Privileged (Spiro)piperidine Space.Organic letters · 2026Article
- Direct enantioselective C(spNature chemistry · 2026Article
- Photocatalysis Enables Chemodivergent Radical Polar Crossover: Ritter-Type Amidation vs Heck-Type Olefin Carbofunctionalizations.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Multicomponent Synthesis of α-Branched Amines via a Zinc-Mediated Carbonyl Alkylative Amination Reaction.Journal of the American Chemical Society · 2024Article
- Asymmetric α-C(spNature communications · 2024Article
- Organophotocatalytic α-deuteration of unprotected primary aminesChemical communications (Cambridge, England) · 2024Article
- Reconciling Imbalanced and Nonadiabatic Reactivity in Transition Metal-Oxo-Mediated Concerted Proton Electron Transfer (CPET).The journal of physical chemistry letters · 2023Article
- Modular, automated synthesis of spirocyclic tetrahydronaphthyridines from primary alkylamines.Communications chemistry · 2023Article
- Recent Advances in C-H Functionalisation through Indirect Hydrogen Atom Transfer.Molecules (Basel, Switzerland) · 2023Review
- Photoredox-HAT Catalysis for Primary Amine α-C-H Alkylation: Mechanistic Insight with Transient Absorption Spectroscopy.ACS catalysis · 2023Article
- Visible Light Photoredox-Catalyzed Decarboxylative Alkylation of 3-Aryl-Oxetanes and Azetidines via Benzylic Tertiary Radicals and Implications of Benzylic Radical Stability.The Journal of organic chemistry · 2023Article
- Tantalum ureate complexes for photocatalytic hydroaminoalkylation.Chemical science · 2023Article
- Vicinal stereocentersChemical science · 2023Article
- Dearomatization of Cyclic Diphenylhydrazines: Harnessing theOrganic letters · 2022Article
- Cascade cyclization of alkene-tethered acylsilanes and allylic sulfones enabled by unproductive energy transfer photocatalysis.Nature communications · 2022Article
- Continuous Flow Preparation of Benzylic Sodium Organometallics.Angewandte Chemie (International ed. in English) · 2022Article
- Regio-, Diastereo-, and Enantioselective Decarboxylative Hydroaminoalkylation of Dienol Ethers Enabled by Dual Palladium/Photoredox Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Diversification of Amidyl Radical Intermediates Derived from C-H Aminopyridylation.Organic letters · 2022Article
- An organophotocatalytic late-stage N-CHChemical science · 2022Article
Corrections and comments
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Authors and funding
8 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Catalytic, intermolecular hydroaminoalkylation (HAA) of styrenes provides a powerful disconnection for pharmacologically relevant γ-arylamines, but current methods cannot utilize unprotected primary alkylamines as feedstocks. Metal-catalyzed HAA protocols are also highly sensitive to α-substitution on the amine partner, and no catalytic solutions exist for α-tertiary γ-arylamine synthesis via this approach. We report a solution to these problems using organophotoredox catalysis, enabling a direct, modular, and sustainable preparation of α-(di)substituted γ-arylamines, including challenging electron-neutral and moderately electron-rich aryl groups. A broad range of functionalities are tolerated, and the reactions can be run on multigram scale in continuous flow. The method is applied to a concise, protecting-group-free synthesis of the blockbuster drug Fingolimod, as well as a phosphonate mimic of its
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.