Palladium-catalyzed ortho-acyloxylation of N-nitrosoanilines via direct sp2 C-H bond activation

被引：50

作者：

Li, Dan-Dan ^{[1
,2
]}

Cao, Yi-Xuan ^{[1
,2
]}

Wang, Guan-Wu ^{[1
,2
,3
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, iChEM Collaborat Innovat Ctr Chem Energy Mat, Hefei 230026, Anhui, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 25期

关键词：

DECARBOXYLATIVE ORTHO-ACYLATION; SECONDARY-AMINES; NITROSATING AGENT; TERTIARY-AMINES; MILD; ALKOXYLATION; HYDROXYLATION; NITROSAMINES; DERIVATIVES; EFFICIENT;

D O I：

10.1039/c5ob00691k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed N-nitroso-directed ortho-acyloxylation of N-nitrosoanilines has been demon-strated via sp(2) C-H activation with a stoichiometric amount of PhI(OAc)(2) as the oxidant and Ac2O/AcOH (1 : 1) or C2H5CO2H as the reaction medium. This protocol can be applied to various N-nitrosoanilines with both electron-donating and electron-withdrawing groups. In addition, the products can be further transformed to 2-(methylamino) phenols expediently by a simple reduction method.

引用

页码：6958 / 6964

页数：7

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