ArticleAngewandte Chemie (International ed. in English)2020
Photocatalytic α-Tertiary Amine Synthesis via C-H Alkylation of Unmasked Primary Amines.
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 41 papers.
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Who cites it
41 citing papers in PubMed.
- Modular Access to α-Tertiary Amines: Electrochemical Tandem Di-Functionalization of Olefins With Ammonia Surrogates and Amino Acids.Angewandte Chemie (International ed. in English) · 2026Article
- Photocatalytic Annulation of Primary Amines to δ-Lactams: Access to Privileged (Spiro)piperidine Space.Organic letters · 2026Article
- Access to α-Functionalized Amines via Calcium-Catalyzed Deacetylations.The Journal of organic chemistry · 2026Article
- Article
- A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Article
- Hydro- and deutero-deamination of primary amines using O-diphenylphosphinylhydroxylamine.Nature communications · 2024Article
- "On-Water" accelerated dearomative cycloaddition via aquaphotocatalysis.Nature communications · 2024Article
- Multicomponent Synthesis of α-Branched Amines via a Zinc-Mediated Carbonyl Alkylative Amination Reaction.Journal of the American Chemical Society · 2024Article
- Mechanistic Investigation, Wavelength-Dependent Reactivity, and Expanded Reactivity ofJournal of the American Chemical Society · 2024Article
- Organophotocatalytic α-deuteration of unprotected primary aminesChemical communications (Cambridge, England) · 2024Article
- 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
- Photoredox-Nickel Dual-CatalyzedJournal of the American Chemical Society · 2023Article
- A Chiral Amine Transfer Approach to the Photocatalytic Asymmetric Synthesis of α-Trialkyl-α-tertiary Amines.Organic letters · 2023Article
- NMR methods for the analysis of mixtures.Chemical communications (Cambridge, England) · 2022Review
- Highly selective α-aryloxyalkyl C-H functionalisation of aryl alkyl ethers.Chemical science · 2022Article
- Aliphatic C-H Functionalization Using PyridineACS catalysis · 2022Article
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Authors and funding
11 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A practical, catalytic entry to α,α,α-trisubstituted (α-tertiary) primary amines by C-H functionalisation has long been recognised as a critical gap in the synthetic toolbox. We report a simple and scalable solution to this problem that does not require any in situ protection of the amino group and proceeds with 100 % atom-economy. Our strategy, which uses an organic photocatalyst in combination with azide ion as a hydrogen atom transfer (HAT) catalyst, provides a direct synthesis of α-tertiary amines, or their corresponding γ-lactams. We anticipate that this methodology will inspire new retrosynthetic disconnections for substituted amine derivatives in organic synthesis, and particularly for challenging α-tertiary primary amines.
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