Copper anchored on phosphorus g-C3N4 as a highly efficient photocatalyst for the synthesis of N-arylpyridin-2-amines

Di, Jia‐Qi; Zhang, Mo; Chen, Yuxuan; Wang, Jinxin; Geng, Shan-Shan; Tang, Jiaqi; Zhang, Zhan‐Hui

doi:10.1039/d0gc03400b

Cited by 73 publications

(17 citation statements)

References 80 publications

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“…As part of our efforts directed towards the development of new heterogeneous catalysts for organic reactions, [ 22 ] herein, we synthesize nickel supported on magnetic biochar catalyst (defined as CoFe 2 O 4 /BC/PDA‐Ni) and probe its catalytic capabilities as a recyclable heterogeneous catalyst for the one‐pot synthesis of spirooxindole‐dihydropyridines (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Nickel supported on magnetic biochar as a highly efficient and recyclable heterogeneous catalyst for the one‐pot synthesis of spirooxindole‐dihydropyridines

Dong

Wang

Zhang

et al. 2022

Applied Organom Chemis

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Magnetic materials show promising applications in heterogeneous catalysis because of their ease of separation and good reusability. The present work reports the design, synthesis, and characterization of a novel magnetic biochar supported nickel catalyst. Fourier infrared spectroscopy (FT‐IR), powder X‐ray diffraction technology (XRD), scanning electron microscope (SEM), transmission electron microscope (TEM), and vibrating sample magnetometer (VSM) techniques were used for analyzing the prepared catalyst. The prepared catalyst exhibited excellent catalytic activity for synthesis of spirooxindole‐dihydropyridines derivatives by a one‐pot three‐component reaction of isatin, barbituric acid, and 6‐amino uracil or 1H‐pyrazol‐5‐amine. This new methodology demonstrated some important features, including high yields, lower loading of the catalyst, easy work‐up, and recyclability of the catalyst for a minimum of six times without an obvious decay of catalytic performance.

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Section: Introductionmentioning

confidence: 99%

Nickel supported on magnetic biochar as a highly efficient and recyclable heterogeneous catalyst for the one‐pot synthesis of spirooxindole‐dihydropyridines

Dong

Wang

Zhang

et al. 2022

Applied Organom Chemis

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“…Minisci-type C–H functionalization of N-heteroarenes via radical addition provides efficient access to complex heteroarenes . Visible-light-mediated photoredox catalysis has emerged as a powerful technique in recent years, which could generate active radical intermediates under mild conditions, thus facilitating subsequent bond constructions . The development of Minisci reactions with visible light has attracted considerable attention, and diverse alkyl radical precursors, such as carboxylic acids, sulfonates, alcohols, aldehydes, and others, have been successfully employed in such transformations.…”

Section: Introductionmentioning

confidence: 99%

Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α-Keto Acids

Yang

et al. 2022

J. Org. Chem.

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Photoredox neutral decarboxylative hydroxyalkylations of heteroarenes with α-keto acids under mild conditions are described. Stable and readily available α-keto acids were employed as hydroxyalkylating reagents with only CO 2 released as the byproduct. A range of aromatic and aliphatic α-keto acids were successfully converted into hydroxyalkylated products with various heteroarenes. This transformation proceeded through a decarboxylation/ Minisci addition/SCS sequence, generating a variety of valuable hydroxyalkylated heteroarenes.

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“…[ 18 ] Very recently, Di et al documented the coupling of 2‐aminopyridine and arylboronic acid to furnish N ‐arylpyridin‐2‐amine derivatives via irradiation of blue light using copper modified phosphorus‐doped g‐C 3 N 4 (Cu/P‐CN) as a heterogeneous photocatalyst. [ 19 ] Despite these important advances, the exploitation of new methodology to achieve copper‐catalyzed Chan–Lam reaction is an essential and challenging issue.…”

Section: Introductionmentioning

confidence: 99%

Three copper(II) complexes derived from 2‐methylquinoline and cyclic secondary amines: Synthesis and catalytic application in C—N bond forming reactions

Jia

2022

Applied Organom Chemis

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Three copper(II) complexes (I-III) bearing N,O-bidentate ligands (L 1 -L 3 ), derived from 2-methylquinoline and cyclic secondary amines (including pyrrolidine, morpholine, and 4-methylpiperidine), were successfully prepared and successively employed in construction of C N bonds via the Chan-Lam coupling of 1H-imidazole derivatives with arylboronic acids. X-ray diffraction analysis demonstrated that the central copper(II) atom of II adopted the distorted tetrahedral geometry, which was four coordinated by one nitrogen atom and one oxygen atom from L 2 as well as two chloride atoms. Catalytic studies indicated that complex II displayed higher activity in Chan-Lam reaction than complex I or III. The present protocol for N,O-coordinated-copper complexcatalyzed C N coupling reaction exhibited some advantages such as wide scope of substrates, good yields, and mild conditions.

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Copper anchored on phosphorus g-C₃N₄ as a highly efficient photocatalyst for the synthesis of N-arylpyridin-2-amines

Abstract: A copper modified phosphorus doped g-C3N4 (Cu/P-CN) has been prepared and identified as an efficient catalyst for the synthesis of N-arylpyridin-2-amine derivatives by the reaction of 2-aminopyridine and aryl boronic acid under the irradiation of blue light.

Cited by 73 publications

References 80 publications

Nickel supported on magnetic biochar as a highly efficient and recyclable heterogeneous catalyst for the one‐pot synthesis of spirooxindole‐dihydropyridines

Nickel supported on magnetic biochar as a highly efficient and recyclable heterogeneous catalyst for the one‐pot synthesis of spirooxindole‐dihydropyridines

Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α-Keto Acids

Three copper(II) complexes derived from 2‐methylquinoline and cyclic secondary amines: Synthesis and catalytic application in C—N bond forming reactions

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