ArticleJournal of the American Chemical Society2021
Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines.
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 28 papers.
What it found
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Who cites it
28 citing papers in PubMed, 93 citations in OpenAlex.
- Direct Deaminative Alkynylation of Aliphatic Primary Amines.Angewandte Chemie (International ed. in English) · 2026Article
- Pyridinium Design for Deaminative Reactions of Sterically Encumbered Alkyl Amines.Organic letters · 2026Article
- Triplet Energy Transfer as a Handle to Tune 1,2-Dialkyldiazene Fragmentation in Radical C(spJournal of the American Chemical Society · 2026Article
- Palladium-Catalyzed Deaminative Cross-Coupling of Alkyl Nitroso Carbamates.ACS catalysis · 2026Article
- Article
- Transition-metal-free electrochemical cross-electrophile coupling of activated benzyl alcohols and primary alkyl bromides.Science advances · 2026Article
- Deaminative Giese-type reaction.Nature chemistry · 2025Article
- Photocatalyzed C(spOrganic letters · 2025Article
- Probing the Oxidative Addition Transition State in Nickel Metallaphotoredox Catalysis Using IntramolecularJournal of the American Chemical Society · 2025Article
- Catalytic diazene synthesis from sterically hindered amines for deaminative functionalization.Nature communications · 2025Article
- Article
- Heterocyclic Assembly: An Underutilized Disconnection with Potential to Maximize High FspACS medicinal chemistry letters · 2025Article
- Modular Synthesis of Dehydroprolines by an Energy-Transfer Enabled Cloke-Wilson Rearrangement.Angewandte Chemie (International ed. in English) · 2025Article
- Low-energy photoredox catalysis.Nature reviews. Chemistry · 2025Review
- CspACS catalysis · 2024Article
- Reductive deaminative cross-coupling of alkyl bistriflimides enabled by electrocatalysis.Science advances · 2024Article
- Synthesis of Secondary Boronates via Deaminative Cross-Coupling of Alkyl Nitroso Carbamates and Boronic Acids.Angewandte Chemie (International ed. in English) · 2024Article
- Photoredox-Catalyzed Generation of Tertiary Anions from Primary Amines via a Radical Polar Crossover.Angewandte Chemie (International ed. in English) · 2024Article
- Late-Stage Isotopic Exchange of Primary Amines.Journal of the American Chemical Society · 2023Article
- Visible-Light/Nickel-Catalyzed Carboxylation of C(spThe Journal of organic chemistry · 2023Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.
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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.