Construction of C-O bond via cross-dehydrogenative coupling of sp [3] C-H bond with phenols catalyzed by copper porphyrin

被引：8
|
作者：
Yang, Shuang [1 ]
Xiong, Ming-Feng [1 ]
Tian, Wan-Qun [1 ]
Zhang, Hao [1 ]
Xiao, Xin-Yan [1 ]
Liu, Hai-Yang [1 ]
Chang, Chi-Kwong [2 ]
机构：
[1] South China Univ Technol, Dept Chem, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510641, Peoples R China
[2] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA
来源：
TETRAHEDRON | 2020年 / 76卷 / 45期
基金：
中国国家自然科学基金;
关键词：
Cross-dehydrogenative coupling; Phenolic etherification; Porphyrin; Copper; ACTIVATION; ESTERIFICATION; FORMAMIDES; MECHANISM; ETHERS; C(SP(3))-H; RADICALS;
D O I：
10.1016/j.tet.2020.131569
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Copper porphyrin-catalyzed construction of ether bond by cross-dehydrogenative coupling of sp [3] C-H bond with phenols bearing electron-withdrawing groups (EWG) was described for the first time. A broad range of substrates afforded different acetals in moderate to excellent yields with good functional group tolerance. The developed method is not only suitable for phenol substrates with ortho-directing groups, but also suitable for those phenol without ortho-directing groups. Significantly, a high turnover number (TON) up to 7300 was achieved in gram-level test. (C) 2020 Elsevier Ltd. All rights reserved.
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收藏
页数：10
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