A green approach for arylation of phenols using iron catalysis in water under aerobic conditions

被引：24

作者：

Sindhu, Kallikkakam S. ^{[1
]}

Ujwaldev, Sankuviruthiyil M. ^{[1
]}

Krishnan, K. Keerthi ^{[1
]}

Anilkumar, Gopinathan ^{[1
,2
]}

机构：

[1] Mahatma Gandhi Univ, Sch Chem Sci, PD Hills PO, Kottayam 686560, Kerala, India

[2] Mahatma Gandhi Univ, AMMRC, PD Hills PO, Kottayam 686560, Kerala, India

来源：

JOURNAL OF CATALYSIS | 2017年 / 348卷

关键词：

Iron catalysis; Etherification; C-O coupling; Green chemistry; Water; FeCl3; CROSS-COUPLING REACTION; O BOND FORMATION; ARYL HALIDES; PALLADIUM; IODIDES; NANOPARTICLES; CHLORIDES; ALCOHOLS; ALKYNES; ETHERS;

D O I：

10.1016/j.jcat.2017.02.010

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The first efficient iron-catalyzed coupling of aryl iodides with phenols was developed exclusively with water as solvent. The reaction is performed with low cost and readily available FeCl3 center dot 6H(2)O and DMEDA catalytic system providing diaryl ethers in good to excellent yields. The effectiveness of this reaction was further revealed by compatibility with a wide range of functional groups. Moreover, the procedure is rendered simple as this transformation is carried out in the presence of air. Thus, the protocol represents a facile, economical and eco-friendly procedure to access diaryl ethers. (C) 2017 Elsevier Inc. All rights reserved.

引用

页码：146 / 150

页数：5

共 50 条

[1] Multiple arylation of phenols around the oxygen under palladium catalysis
Kawamura, Y
Satoh, T
Miura, M
Nomura, M
CHEMISTRY LETTERS, 1999, (09) : 961 - 962
[2] Biodegradation of phenols in a sandstone aquifer under aerobic conditions and mixed nitrate and iron reducing conditions
Broholm, MM
Arvin, E
JOURNAL OF CONTAMINANT HYDROLOGY, 2000, 44 (3-4) : 239 - 273
[3] "In-water" direct arylation polymerization (DArP) under aerobic emulsion conditions
Ye, Liwei
Hooshmand, Tanin
Thompson, Barry C.
POLYMER CHEMISTRY, 2021, 12 (46) : 6688 - 6693
[4] NHC/Iron cooperative catalysis: aerobic oxidative esterification of aldehydes with phenols
Reddy, R. Sudarshan
Rosa, Joao N.
Veiros, Luis F.
Caddick, Stephen
Gois, Pedro M. P.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (09) : 3126 - 3129
[5] An efficient iron-catalyzed S-arylation of aryl and alkylthiols with aryl halides in the presence of water under aerobic conditions
Sindhu, K. S.
Thankachan, Amrutha P.
Thomas, Anns Maria
Anilkumar, Gopinathan
TETRAHEDRON LETTERS, 2015, 56 (34) : 4923 - 4926
[6] ARYLATION OF ANIONS WITH DIARYLHALONIUM FLUOROBORATES UNDER CONDITIONS OF INTERPHASE CATALYSIS
GRUSHIN, VV
KANTOR, MM
TOLSTAYA, TP
SHCHERBINA, TM
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1984, 33 (10): : 2130 - 2135
[7] Analysis of the Products from the Arylation of Deoxyguanosine and DNA by Phenols under Oxidative Conditions
Fleming, Aaron M.
Xu, Xiaoyun
Kannan, Arunkumar
Muller, James G.
Burrows, C. J.
CHEMICAL RESEARCH IN TOXICOLOGY, 2008, 21 (12) : 2441 - 2441
[8] Aerobic Oxybromination of Phenols Catalyzed by Sodium Nitrite under Mild Conditions
Xu, Li
Wang, Yong
Wen, Xin
Ding, Chengrong
Zhang, Guofu
Liang, Xinmiao
SYNLETT, 2011, (15) : 2265 - 2269
[9] Pd-catalyzed arylation of cyclic and spirocyclic diamines under aerobic conditions
Reilly, Sean
Mach, Robert
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
[10] Visible-light-mediated oxidative arylation of vinylarenes under aerobic conditions
Bu, Meijie
Niu, Teng Fei
Cai, Chun
CATALYSIS SCIENCE & TECHNOLOGY, 2015, 5 (02) : 830 - 834

← 1 2 3 4 5 →