Literature DB >> 30291664

Alkyl Carbon-Carbon Bond Formation by Nickel/Photoredox Cross-Coupling.

John A Milligan1, James P Phelan1, Shorouk O Badir1, Gary A Molander1.   

Abstract

The union of photoredox and nickel catalysis has resulted in a renaissance in radical chemistry as well as in the use of nickel-catalyzed transformations, specifically for carbon-carbon bond formation. Collectively, these advances address the longstanding challenge of late-stage cross-coupling of functionalized alkyl fragments. Empowered by the notion that photocatalytically generated alkyl radicals readily undergo capture by Ni complexes, wholly new feedstocks for cross-coupling have been realized. Herein, we highlight recent developments in several types of alkyl cross-couplings that are accessible exclusively through this approach.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkyl radicals; cross-coupling; nickel; photocatalysis; single-electron transmetalation

Year:  2019        PMID: 30291664      PMCID: PMC6551614          DOI: 10.1002/anie.201809431

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  107 in total

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8.  Stereospecific Suzuki cross-coupling of alkyl alpha-cyanohydrin triflates.

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9.  Preparation and palladium-catalyzed cross-coupling of aryl triethylammonium bis(catechol) silicates with aryl triflates.

Authors:  W Michael Seganish; Philip DeShong
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10.  Photocatalytic hydrogen production from hantzsch 1,4-dihydropyridines by platinum(II) terpyridyl complexes in homogeneous solution.

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  58 in total

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4.  Photoredox Catalysis Enables Access to N-Functionalized 2,1-Borazaronaphthalenes.

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5.  Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides.

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6.  Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis.

Authors:  Mark W Campbell; Jordan S Compton; Christopher B Kelly; Gary A Molander
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7.  Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis.

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8.  Developments in Photoredox/Nickel Dual-Catalyzed 1,2-Difunctionalizations.

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9.  Mechanisms of Nickel-Catalyzed Coupling Reactions and Applications in Alkene Functionalization.

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