ArticleOrganic letters2014
Redox-neutral α-sulfenylation of secondary amines: ring-fused N,S-acetals.
Article in Organic letters, 2014. 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, 64 citations in OpenAlex.
- Article
- C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.SynOpen (2017) · 2021Article
- Design, synthesis and characterization of structurally dynamic cyclic N,S-acetals.Chemical communications (Cambridge, England) · 2020Article
- Redox-Annulations of Cyclic Amines withOrganic letters · 2020Article
- Traceless Redox-Annulations of Alicyclic Amines.SynOpen (2017) · 2020Article
- Redox-Annulations of Cyclic Amines with Electron-Deficient o-Tolualdehydes.Organic letters · 2019Article
- Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.Organic letters · 2018Article
- CuI nanoparticle-catalyzed synthesis of tetracyclic benzo[RSC advances · 2018Article
- Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation.Organic letters · 2017Article
- Acetic Acid Promoted Redox Annulations with Dual C-H Functionalization.Organic letters · 2017Article
- Reactions of Hexadehydro-Diels-Alder (HDDA)-Derived Benzynes with Thioamides: Synthesis of Dihydrobenzothiazino-Heterocyclics.Organic letters · 2016Article
- Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- Synthesis and Sulfur Electrophilicity of the Nuphar Thiaspirane Pharmacophore.ACS central science · 2016Article
- Asymmetric Redox-Annulation of Cyclic Amines.The Journal of organic chemistry · 2015Article
- Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core.Chemistry (Weinheim an der Bergstrasse, Germany) · 2015Article
- C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.Chemical communications (Cambridge, England) · 2015Article
- The Rügheimer-Burrows reaction revisited: Facile preparation of 4-alkylisoquinolines and 3,5-dialkylpyridines from (partially) saturated amines.Tetrahedron letters · 2015Article
- The azomethine ylide route to amine C-H functionalization: redox-versions of classic reactions and a pathway to new transformations.Accounts of chemical research · 2015Review
- Intramolecular [3 + 2]-cycloadditions of azomethine ylides derived from secondary amines via redox-neutral C-H functionalization.Organic letters · 2014Article
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
Abstract
Secondary amines react with thiosalicylaldehydes in the presence of catalytic amounts of acetic acid to generate ring-fused N,S-acetals in redox-neutral fashion. A broad range of amines undergo α-sulfenylation, including challenging substrates such morpholine, thiomorpholine, and piperazines. Computational studies employing density functional theory indicate that acetic acid reduces the energy barriers of two separate steps, both of which involve proton transfer.
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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.