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.

引用

页数：10

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