Formal dual C(sp2)-H cross-dehydrogenative C-O bond formation to construct highly functionalized diaryl ethers with O2

被引:5
作者
Bashir, Muhammad Adnan [1 ]
Tang, Langyu [1 ]
Li, Longjie [1 ]
Yu, Huaibin [1 ]
Yao, Weijun [2 ]
Wu, Guojiao [1 ]
Zhong, Fangrui [1 ]
机构
[1] Huazhong Univ Sci & Technol HUST, Hubei Engn Res Ctr Biomat & Med Protect Mat, Sch Chem & Chem Engn, Hubei Key Lab Bioinorgan Chem & Mat Med, 1037 Luoyu Rd, Wuhan 430074, Peoples R China
[2] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 08期
基金
中国国家自然科学基金;
关键词
CATALYTIC AEROBIC FUNCTIONALIZATION; SILYL ENOL ETHERS; COUPLING REACTIONS; ORTHO-QUINONES; PRIMARY AMINES; BIARYL ETHER; ARYL HALIDES; PHENOLS; COPPER; OXIDATION;
D O I
10.1039/d1qo01942b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal dual C(sp(2))-H cross-dehydrogenative C-O bond formation between phenols and N-substituted naphthylamines to expediently assemble diversely functionalized diaryl ethers bearing hydroxyl and amino functionalities with excellent atom and step economy was developed under mild conditions. The reaction features three C-H cleavages and three C-O bond formations in one pot. In addition a rare C(sp(2))-O bond formation rather than the conventional C-C bond formation took place by addition to a carbonyl O atom of the in situ generated ortho-quinone.
引用
收藏
页码:2249 / 2255
页数:7
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