Visible Light- and Heat-promoted C-O Coupling Reaction of Phenols and Aryl Halides

被引:23
作者
Yang, Qing-Qing [1 ]
Liu, Na [1 ]
Yan, Jia-Ping [1 ]
Ren, Zhi-Lin [2 ]
Wang, Long [1 ,3 ]
机构
[1] China Three Gorges Univ, Coll Mat & Chem Engn, Key Lab Inorgan Nonmetall Crystalline & Energy Co, Yichang 443002, Hubei, Peoples R China
[2] Hubei Univ Arts & Sci, Coll Chem Engn, Xiangyang 441053, Hubei, Peoples R China
[3] China Three Gorges Univ, Mat Anal & Testing Ctr, Yichang 443002, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
visible light catalysis; electron donor-acceptor (EDA) complex; photocatalysts and ligands free; DFT calculation; C-O coupling; ONE-POT SYNTHESIS; PHOTOREDOX CATALYSIS; EFFICIENT SYNTHESIS; DIARYL ETHERS; PHOTOCHEMICAL ACTIVITY; MERGING PHOTOREDOX; REACTION STRATEGY; VINYL HALIDES; BOND; AMINATION;
D O I
10.1002/ajoc.201900666
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible light- and heat-promoted C-O coupling reaction of phenols and aryl halides has been described. Compared to the traditional C-O coupling reactions promoted by visible light, this strategy avoids the use of transition metals, photocatalysts and ligands. Moreover, the reaction has good substrate universality, suitable for substituted phenol, naphthol and heterocyclic phenol derivatives.
引用
收藏
页码:116 / 120
页数:5
相关论文
共 50 条
  • [21] CuI Nanoparticles for C-N and C-O Cross Coupling of Heterocyclic Amines and Phenols with Chlorobenzenes
    Sreedhar, B.
    Arundhathi, R.
    Reddy, P. Linga
    Kantam, M. Lakshmi
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (20) : 7951 - 7954
  • [22] Copper(II)-catalyzed C-O coupling of aryl bromides with aliphatic diols: synthesis of ethers, phenols, and benzo-fused cyclic ethers
    Liu, Yajun
    Park, Se Kyung
    Xiao, Yan
    Chae, Junghyun
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (26) : 4747 - 4753
  • [23] Synthesis of chiral α-amino anilides via a DMEDA-promoted selective C-N coupling reaction of aryl halides and α-aminoamides
    Min, Xiangting
    Li, Xiaoyu
    Wang, Yu
    Dong, Yawen
    Tang, Jingjing
    Wang, Jing
    Liu, Jianhui
    [J]. TETRAHEDRON, 2018, 74 (21) : 2561 - 2566
  • [24] Light-driven C-O coupling of carboxylic acids and alkyl halides over a Ni single-atom catalyst
    Bajada, Mark A.
    Di Liberto, Giovanni
    Tosoni, Sergio
    Ruta, Vincenzo
    Mino, Lorenzo
    Allasia, Nicolo
    Sivo, Alessandra
    Pacchioni, Gianfranco
    Vile, Gianvito
    [J]. NATURE SYNTHESIS, 2023, 2 (11): : 1092 - 1103
  • [25] Discovery of a new palladacycle precatalyst and its applications to C-O coupling reactions between electron-deficient phenols and functionalized heteroaryl chlorides
    Zhang, Ting
    Tudge, Matthew T.
    [J]. TETRAHEDRON LETTERS, 2015, 56 (18) : 2329 - 2331
  • [26] Cu2O Nanocube-Catalyzed Cross-Coupling of Aryl Halides with Phenols via Ullmann Coupling
    Kim, Jee Young
    Park, Ji Chan
    Kim, Aram
    Kim, A. Young
    Lee, Hyun Ju
    Song, Hyunjoon
    Park, Kang Hyun
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (28) : 4219 - 4223
  • [27] Open air O-arylation reaction of phenols with aryl halides catalyzed by polymer-anchored copper(II) complexes
    Islam, Manirul
    Mondal, Sanchita
    Mondal, Paramita
    Roy, Anupam Singha
    Hossain, Dildar
    Mobarak, Manir
    [J]. TRANSITION METAL CHEMISTRY, 2011, 36 (01) : 1 - 11
  • [28] CuSO4/N-(9H-carbazol-9-yl)picolinamide-Catalyzed C-O Coupling of (Hetero)Aryl Chlorides with Phenols on Water
    Hong, Peng
    Zhu, Xinhai
    Chen, Fu
    Huang, Manna
    Wan, Yiqian
    [J]. ORGANIC LETTERS, 2024, 26 (34) : 7202 - 7206
  • [29] Au(III)-aryl intermediates in oxidant-free C-N and C-O cross-coupling catalysis
    Serra, Jordi
    Parella, Teodor
    Ribas, Xavi
    [J]. CHEMICAL SCIENCE, 2017, 8 (02) : 946 - 952
  • [30] Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines
    Xu, Xiao
    Min, Qing-Qiang
    Li, Na
    Liu, Feng
    [J]. CHEMICAL COMMUNICATIONS, 2018, 54 (78) : 11017 - 11020