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

被引：26

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

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 9卷 / 01期

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

页码：116 / 120

页数：5

共 130 条

[11] Visible light-mediated C-P bond formation reactions [J].

Cai, Bao-Gui ;

Xuan, Jun ;

Xiao, Wen-Jing .

SCIENCE BULLETIN, 2019, 64 (05) :337-350

[12] Carbonylation of Alkyl Radicals Derived from Organosilicates through Visible-Light Photoredox Catalysis [J].

Cartier, Alex ;

Levernier, Etienne ;

Corce, Vincent ;

Fukuyama, Takahide ;

Dhimane, Anne-Lise ;

Ollivier, Cyril ;

Ryu, Ilhyong ;

Fensterbank, Louis .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (06) :1789-1793

[13] Directed γ-C(sp3)-H Alkylation of Carboxylic Acid Derivatives through Visible Light Photoredox Catalysis [J].

Chen, Dian-Feng ;

Chu, Tjohn C. K. ;

Rovis, Tomislav .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (42) :14897-14900

[14] Exploration of Visible-Light Photocatalysis in Heterocycle Synthesis and Functionalization: Reaction Design and Beyond [J].

Chen, Jia-Rong ;

Hu, Xiao-Qiang ;

Lu, Liang-Qiu ;

Xiao, Wen-Jing .

ACCOUNTS OF CHEMICAL RESEARCH, 2016, 49 (09) :1911-1923

[15] CsOH/DMSO Promoted Reactions of Aryl Halides with Phenols: A Convenient Method for the Synthesis of Diaryl Ethers [J].

Chen, Pingliang ;

Lu, Shijie ;

Hu, Xingen ;

Xu, Qing .

CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2014, 34 (01) :112-117

[16] Visible light-driven organic photochemical synthesis in China [J].

Chen, Yiyun ;

Lu, Liang-Qiu ;

Yu, Da-Gang ;

Zhu, Cheng-Jian ;

Xiao, Wen-Jing .

SCIENCE CHINA-CHEMISTRY, 2019, 62 (01) :24-57

[17] Aryl amination using ligand-free Ni(II) salts and photoredox catalysis [J].

Corcoran, Emily B. ;

Pirnot, Michael T. ;

Lin, Shishi ;

Dreher, Spencer D. ;

DiRocco, Daniel A. ;

Davies, Ian W. ;

Buchwald, Stephen L. ;

MacMillan, David W. C. .

SCIENCE, 2016, 353 (6296) :279-283

[18] Fragmentation of aryl halide π anion radicals.: Bending of the cleaving bond and activation vs driving force relationships [J].

Costentin, C ;

Robert, M ;

Savéant, JM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (49) :16051-16057

[19] A general and mild Ullmann-type synthesis of diaryl ethers [J].

Cristau, HJ ;

Cellier, PP ;

Hamada, S ;

Spindler, JF ;

Taillefer, M .

ORGANIC LETTERS, 2004, 6 (06) :913-916

[20] Disulfide-Catalyzed Visible-Light-Mediated Oxidative Cleavage of C=C Bonds and Evidence of an Olefin-Disulfide Charge-Transfer Complex [J].

Deng, Yuchao ;

Wei, Xiao-Jing ;

Wang, Hui ;

Sun, Yuhan ;

Noel, Timothy ;

Wang, Xiao .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (03) :832-836

← 1 2 3 4 5 6 7 8 9 10 →