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Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes

https://doi.org/10.1021/acs.orglett.6b03385
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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A Serendipitous Discovery: Nickel Catalyst for the Cycloaddition of Diynes with Unactivated Nitriles
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RhII2‐Catalyzed Synthesis of α‐, β‐, or δ‐Carbolines from Aryl Azides
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Synthesis of Aminopyridines and Aminopyridones by Cobalt‐Catalyzed [2+2+2] Cycloadditions Involving Yne‐Ynamides: Scope, Limitations, and Mechanistic Insights
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Nickel‐Catalyzed [2+2+2] Cycloaddition of Alkyne‐Nitriles with Alkynes Assisted by Lewis Acids: Efficient Synthesis of Fused Pyridines
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[2+2+2] Cycloadditions of Alkynylynamides – A Total Synthesis of Perlolyrine and the First Total Synthesis of “Isoperlolyrine”
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Total Synthesis of Lavendamycin by a [2+2+2] Cycloaddition
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Three-step synthesis of an annulated β-carboline via palladium catalysis
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Advances in Nickel-Catalyzed Cycloaddition Reactions To Construct Carbocycles and Heterocycles
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A Nickel-Catalyzed Route to Pyridines
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The Discovery of [Ni(NHC)RCN]2 Species and Their Role as Cycloaddition Catalysts for the Formation of Pyridines
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Iron-Catalyzed Formation of 2-Aminopyridines from Diynes and Cyanamides
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Iron-Catalyzed Cycloaddition of Alkynenitriles and Alkynes
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inferredcites →https://doi.org/10.1021/ol403191kopenalex-snapshot
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inferredcites →https://doi.org/10.1055/s-0034-1379500openalex-snapshot
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inferredcites →https://doi.org/10.1055/s-2006-957789openalex-snapshot
In VitroBiological Activities of Alkaloids fromCryptolepis sanguinolenta
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What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Carboline Regioisomers Based on Unified Synthetic Approaches
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Nickel‐Catalyzed [2+2+2] Cyclotrimerization of Alkynes and Other Unsaturated Systems: A Literature Overview
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Anti‐Tubercular Insights of Carbolines – A Decade Critique
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Er(OTf)3-catalyzed approach to 3-alkenylindoles through regioselective addition of ynamides and indoles
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inferred← citeshttps://doi.org/10.1021/acs.orglett.6c02068openalex-snapshot
Triarylborane-Promoted Cyano-Mukaiyama Aldol Reaction Involving a 1,5-Metalate Shift
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Gold-Catalyzed syn-1,2-Difunctionalization of Ynamides via Nitrile Activation
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Dehydrative Transformation of Spirooxindoles to Pyrido[2,3- b ]indoles via POCl3
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Nickel-Catalyzed Reductive Alkyne Hydrocyanation Enabled by Malononitrile and a Formaldehyde Additive
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Access to Enantiopure Spiropyridines Enabled by Enantio-Relay Double [2 + 2 + 2] Cycloaddition and Kinetic Resolution [2 + 2 + 2] Cycloaddition of Alkynes and Nitriles
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Reactivity of ynamides in catalytic intermolecular annulations
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Brønsted acid-mediated reactions of ynamides
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Recent developments in nickel-catalyzed asymmetric cyclization and cycloaddition of carbonyl-alkynes, cyano-alkynes, and enynes
inferred← citeshttps://doi.org/10.1039/d3qo01274copenalex-snapshot
Chemoselective three-component synthesis of α-carbolines under metal-free conditions
inferred← citeshttps://doi.org/10.1039/d3ra00139copenalex-snapshot
Ring forming transformations of ynamides via cycloaddition
inferred← citeshttps://doi.org/10.1039/d4nj01648copenalex-snapshot
Cu( ii )-catalyzed annulation of α,β-unsaturated ketoxime acetates with 3-formylchromones for the synthesis of functionalized 2,4-diarylpyridines
inferred← citeshttps://doi.org/10.1039/d4nj01868kopenalex-snapshot
One-pot π-extension approach of iminoindoles-to-α-carbolines as blue-light emitters using the cooperative basic system
inferred← citeshttps://doi.org/10.1039/d5cs00024fopenalex-snapshot
Recent advances in the transformation of nitriles into diverse N-heterocycles
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Perspectives on metal-catalysed syntheses of carbolines (α/β/γ/δ): recent advances
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Microwave-assisted, Pd-catalyzed one-pot synthesis of δ-carbolines through demethylative amine arylation
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Pd-NHC catalyzed Suzuki–Miyaura couplings on 3-bromo-9H-pyrido[2,3-b]indole-6-sulfonamide
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Importance of ynamides in heterocyclic synthesis
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Ir/Zn-cocatalyzed chemo- and atroposelective [2+2+2] cycloaddition for construction of C─N axially chiral indoles and pyrroles
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Efficient Synthesis of Pyrido[2,3-b]indole Derivatives via Vanadium(III)-Catalyzed Cascade Cyclization of 2-(2-aminophenyl)acetonitrile and Enones
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Rhodium Catalyzed [2π + 2π + 2π]-Cycloaddition of Alkynyl-Ynamides and Carbon Disulfide to Indolo-Thiopyrane Thiones
inferred← citeshttps://doi.org/10.51316/jca.2022.069openalex-snapshot
Research on efficient synthetic method of β- and δ-carbolines using a Copper catalyst
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