Organo‐Photoredox Catalyzed C(sp3)−H Bond Arylation of Aliphatic Amides
Authors:
- 10 January 2024
- journal article
- research article
- Published by Wiley in ChemSusChem
- Vol. 17 (8) , e202301585
Abstract
A C(sp3)−H bond arylation of aliphatic amides has been achieved via organophotoredox catalysis. The reaction could be realized at room temperature with visible light source and metal‐free catalyst. Quinuclidine is employed as an efficient HAT reagent and a range of aliphatic amides is employed as both substrate and solvent in the reaction. This photocatalyzed transformation provides a convenient protocol to afford a board range of N‐benzyl amides.Keywords
Funding Information
- National Natural Science Foundation of China (22071134, 22371159, 21871163)
This publication has 51 references indexed in Scilit:
- Electrogenerated Chemiluminescence of Donor–Acceptor Molecules with Thermally Activated Delayed FluorescenceAngewandte Chemie International Edition, 2014
- Reactions of the Cumyloxyl and Benzyloxyl Radicals with Tertiary Amides. Hydrogen Abstraction Selectivity and the Role of Specific Substrate-Radical Hydrogen BondingThe Journal of Organic Chemistry, 2013
- Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic SynthesisChemical Reviews, 2013
- C-H Activation: A Complementary Tool in the Total Synthesis of Complex Natural ProductsChemistry – A European Journal, 2012
- Discovery of an α-Amino C–H Arylation Reaction Using the Strategy of Accelerated SerendipityScience, 2011
- Lacosamide: A Review of Preclinical PropertiesCNS Drug Reviews, 2007
- Direct sp3C–H bond activation adjacent to nitrogen in heterocyclesChemical Society Reviews, 2007
- Photosubstitution Reaction of Cyanoaromatics with Aliphatic AmidesHETEROCYCLES, 2001
- Gas-Phase and Solution-Phase Homolytic Bond Dissociation Energies of H−N+ Bonds in the Conjugate Acids of Nitrogen BasesThe Journal of Organic Chemistry, 1996
- Photoinduced Nucleophilic Addition of Ammonia and Alkylamines to Aryl-Substituted Alkenes in the Presence of p-DicyanobenzeneBulletin of the Chemical Society of Japan, 1991