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
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 130 条
[1]   Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis [J].
Ackerman, Laura K. G. ;
Alvarado, Jesus I. Martinez ;
Doyle, Abigail G. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (43) :14059-14063
[2]   An improved cu-based catalyst system for the reactions of alcohols with aryl halides [J].
Altman, Ryan A. ;
Shafir, Alexandr ;
Choi, Alice ;
Lichtor, Phillip A. ;
Buchwald, Stephen L. .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (01) :284-286
[3]  
[Anonymous], CHEM EUR J, DOI DOI 10.1002/chem.201904095
[4]  
Arceo E, 2013, NAT CHEM, V5, P750, DOI [10.1038/NCHEM.1727, 10.1038/nchem.1727]
[5]   Dual Photoredox/Copper Catalysis for the Remote C(sp3)-H Functionalization of Alcohols and Alkyl Halides by N-Alkoxypyridinium Salts [J].
Bao, Xu ;
Wang, Qian ;
Zhu, Jieping .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (07) :2139-2143
[6]   Alkoxyl Radicals Generated under Photoredox Catalysis: A Strategy for anti-Markovnikov Alkoxylation Reactions [J].
Barthelemy, Anne-Laure ;
Tuccio, Beatrice ;
Magnier, Emmanuel ;
Dagousset, Guillaume .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (42) :13790-13794
[7]  
Becker P., 2017, ANGEW CHEM, V129, P8117
[8]   Cooperative Light-Activated Iodine and Photoredox Catalysis for the Amination of Csp3-H Bonds [J].
Becker, Peter ;
Duhamel, Thomas ;
Stein, Christopher J. ;
Reiher, Markus ;
Muniz, Kilian .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (27) :8004-8008
[9]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[10]   [3+2]-Cycloaddition of 2H-Azirines with Nitrosoarenes: Visible-Light-Promoted Synthesis of 2,5-Dihydro-1,2,4-oxadiazoles [J].
Cai, Bao-Gui ;
Chen, Ze-Le ;
Xu, Guo-Yong ;
Xuan, Jun ;
Xiao, Wen-Jing .
ORGANIC LETTERS, 2019, 21 (11) :4234-4238