Visible-light photoredox catalysis: aza-Henry reactions via C-H functionalization.
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Summary
Mechanistic studies suggest that reductive quenching of the Ir(3+) excited state by the tertiary amine leads to the ammonium radical cation, with subsequent catalyst turnover likely effected by atmospheric oxygen.
- Type
- article
- Published
- 2010-01-13
- Cited by
- 685
- References
- 34
- OpenAlex
- https://openalex.org/W1999031172
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:207150459
Keywords
Chemistry, Iminium, Photoredox catalysis, Photochemistry, Catalysis
References
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- Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformations.
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- Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction.
- Efficient yellow electroluminescence from a single layer of a cyclometalated iridium complex.
- On the deprotonation of trialkylamine cation radicals by amines
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- Application of electron-transfer theory to excited-state redox processes
- Copper-catalyzed coupling of alkylamines and aryl iodides: an efficient system even in an air atmosphere.
- Ruthenium catalyzed biomimetic oxidation in organic synthesis inspired by cytochrome P-450.
- Crossed Intermolecular [2+2] Cycloadditions of Acyclic Enones via Visible Light Photocatalysis
- Aerobic ruthenium-catalyzed oxidative cyanation of tertiary amines with sodium cyanide.
- Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
- Electron transfer photoredox catalysis: intramolecular radical addition to indoles and pyrroles.
- Photophysics, photochemistry and solar energy conversion with tris(bipyridyl)ruthenium(II) and its analogues
Cited by
- Application of microflow conditions to visible light photoredox catalysis.
- Amphiphilic methyleneamino synthon through organic dye catalyzed-decarboxylative aminoalkylation.
- Catalytic olefin hydroamination with aminium radical cations: a photoredox method for direct C-N bond formation.
- One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates
- Photocatalytic metal-organic frameworks for the aerobic oxidation of arylboronic acids.
- A Hydrazone-Based Covalent Organic Framework as an Efficient and Reusable Photocatalyst for the Cross-Dehydrogenative Coupling Reaction of N-Aryltetrahydroisoquinolines.
- Carbon-Carbon and Carbon-Heteroatom Bond Formation Reactions Using Unsaturated Carbon Compounds.
- An Investigation in Oxidative Cation Formation: The Total Synthesis of Lactodehydrothyrsiferol and Synthetic Application for a Bimolecular Carbon–Carbon Bond Forming Reaction
- Amine Functionalization via Oxidative Photoredox Catalysis: Methodology Development and Complex Molecule Synthesis
- Efficient and General Aerobic Oxidative Cross-Coupling of THIQs with Organozinc Reagents Catalyzed by CuCl2: Proof of a Radical Intermediate.
- Brønsted acid-catalyzed C-H Functionalisation of N-Protected Tetrahydroisoquinolines via Intermediate Peroxides
- Visible-Light Photoredox Catalysis: Direct Synthesis of Sulfonated Oxindoles from N-Arylacrylamides and Arylsulfinic Acids by Means of a Cascade C-S/C-C Formation Process.
- Radicals in transition metal catalyzed reactions? transition metal catalyzed radical reactions? a fruitful interplay anyway: part 1. Radical catalysis by group 4 to group 7 elements.
- Advances in visible light-mediated oxidative coupling reactions
- Cross-dehydrogenative coupling reaction using copper oxide impregnated on magnetite in deep eutectic solvents
- Unexpected CN bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides
- Chemo‐ and Stereoselective NBS‐Promoted Intermolecular Oxygenation and Nitrogenation of α‐C–H Bonds of Tertiary Diamines
- Activation of CH Bonds through Oxidant-Free Photoredox Catalysis: Cross-Coupling Hydrogen-Evolution Transformation of Isochromans and β-Keto Esters.
- Metal-free direct cyanoisopropylation/arylation of N -arylacrylamides or N -alkyl- N -(arylsulfonyl)acrylamides with AIBN: a simple and mild approach to cyano-containing oxindoles
- The application of heterogeneous visible light photocatalysts in organic synthesis
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