Ligand-Free, Cu- and Fe-Catalyzed Selective Ring-Opening Arylations of Benzoxazoles with Aryl Iodides

被引:5
作者
He, Yue [1 ]
Mao, Jincheng [1 ,2 ]
Rong, Guangwei [1 ]
Yan, Hong [1 ]
Zhang, Guoqi [3 ,4 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Southwest Petr Univ, State Key Lab Oil & Gas Reservoir Geol & Exploita, Chengdu 610500, Peoples R China
[3] CUNY, John Jay Coll, Dept Sci, New York, NY 10019 USA
[4] CUNY, Grad Ctr, New York, NY 10019 USA
基金
中国国家自然科学基金;
关键词
arylation; catalysis; copper; iron; ligand-free; EFFICIENT COPPER CATALYST; COUPLING REACTION; N-ARYLATION; H BONDS; ORGANIC MATERIALS; DIARYL ETHERS; PALLADIUM; AMINATION; HALIDES; BROMIDES;
D O I
10.1002/asia.201600252
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cu- or Fe-based catalyst systems have been reported to selectively catalyze the N, N-diarylation or N-monoarylation of benzoxazoles ring-opening with aryl iodides in the absence of additional added ligand in polyethylene glycol under an inert atmosphere. Two types of coupling products (triphenylamines and diphenylamines) have been examined and the reaction routes can be simply controlled by changing the metal salts (Cu or Fe) as catalyst. A range of substrates have been investigated for the diverse reactions, and the corresponding arylation products were achieved in good to high yields. This selective, low-cost, and environmentally friendly protocol displays great potential for replacing existing methodologies as well as extending the synthetic applications of benzoxazoles.
引用
收藏
页码:1672 / 1676
页数:5
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