ArticleJournal of the American Chemical Society2015
Rhodium-Catalyzed Enantioselective Hydroamination of Alkynes with Indolines.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 38 papers.
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Who cites it
38 citing papers in PubMed.
- Rhodium-CatalyzedACS omega · 2026Article
- Additive-Controlled Regioswitching in Ni-Catalyzed Enantioselective Hydrophosphination of Unactivated Alkenes.Journal of the American Chemical Society · 2026Article
- Outcompeting hydrofunctionalization: Asymmetric remote substitution of alkynes.Science advances · 2025Article
- Adaptive Rhodium Catalysis with a Lewis‑Acidic Secondary Sphere for Divergent Hydrogenation of Propargylic Alcohols.Angewandte Chemie (International ed. in English) · 2025Article
- Late-Stage N-Alkenylative Modifications of Indolic Scaffolds with Propiolates: Toward Bisconjugation and Macrocyclization.Organic letters · 2025Article
- Artificial Gold Enzymes Using a Genetically Encoded Thiophenol-Based Noble-Metal-Binding Ligand.Angewandte Chemie (International ed. in English) · 2025Article
- Article
- Synergistic Homogeneous Asymmetric Cu Catalysis with Pd Nanoparticle Catalysis in Stereoselective Coupling of Alkynes with Aldimine Esters.Journal of the American Chemical Society · 2024Article
- Enantioselective Synthesis of Allylic Sulfones via Rhodium-Catalyzed Direct Hydrosulfonylation of Allenes and Alkynes.Journal of the American Chemical Society · 2024Article
- Incorporation of Chiral Frustrated Lewis Pair into Metal-Organic Framework with Tailored Microenvironment for Heterogeneous Enantio- and Chemoselective Hydrogenation.ACS central science · 2023Article
- Jumping in the Chiral Pool: Asymmetric Hydroaminations with Early Metals.Molecules (Basel, Switzerland) · 2023Review
- Enantioselective synthesis of N-alkylindoles enabled by nickel-catalyzed C-C coupling.Nature communications · 2022Article
- Rhodium-/Iridium-Catalyzed Hydroamination for the Synthesis of 1,2-, 1,3-, or 1,4-Diamines.ACS catalysis · 2022Article
- Kinetic, ESI-CID-MS and Computational Studies of π-AllyliridiumACS catalysis · 2022Article
- Enantioenriched α-Vinyl 1,4-Benzodiazepines and 1,4-Benzoxazepines via Enantioselective Rhodium-Catalyzed Hydrofunctionalizations of Alkynes and Allenes.The Journal of organic chemistry · 2021Article
- Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.Journal of the American Chemical Society · 2021Article
- Intermolecular Hydroaminoalkylation of Alkynes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- External electric field: a new catalytic strategy for the anti-Markovnikov hydrohydrazination of parent hydrazine.RSC advances · 2021Article
- Enantioselective Addition of α-Nitroesters to Alkynes.Angewandte Chemie (International ed. in English) · 2021Article
- Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans.Angewandte Chemie (International ed. in English) · 2020Article
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Authors and funding
3 authors.
Funding
Abstract
The hydroamination of internal alkynes via tandem rhodium catalysis gives branched N-allylic indolines with high regio- and enantioselectivity. An acid switch provides access to the linear isomer in preference to the branched isomer by an isomerization mechanism. Mechanistic studies suggest formation of an allene intermediate, which undergoes hydroamination to generate allylic amines instead of the enamine or imine products typically observed in alkyne hydroaminations.
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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.