Aerobic Direct C(sp2)-H Hydroxylation of 2-Arylpyridines by Palladium Catalysis Induced with Aldehyde Auto-Oxidation

被引：69

作者：

Das, Prasenjit ^{[1
]}

Saha, Debajyoti ^{[1
]}

Saha, Dibyajyoti ^{[1
]}

Guin, Joyram ^{[1
]}

机构：

[1] Indian Assoc Cultivat Sci, Dept Organ Chem, 2A & 2B Raja SC Mullick Rd, Kolkata 700032, India

来源：

ACS CATALYSIS | 2016年 / 6卷 / 09期

关键词：

C-H functionalization; palladium; phenol; molecular oxygen; aldehydes; H BOND ACTIVATION; REDUCTIVE ELIMINATION; UNACTIVATED C(SP(3))-H; ORTHO-ALKOXYLATION; C(SP(2))-H BONDS; MOLECULAR-OXYGEN; ORTHO-ARYLATION; OXIDATION; FUNCTIONALIZATION; INHIBITORS;

D O I：

10.1021/acscatal.6b01539

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Herein we present a Pd-catalyzed direct C-H hydroxylation of 2-arylpyridines using molecular oxygen (O-2) as the sole oxidant. The key aspects of the method include: (a) the activation of molecular oxygen with a nontoxic and inexpensive aldehyde; (b) an efficient association of the in situ-generated acyl peroxo radical with palladium catalysis; and (c) convenient operating conditions. On the basis of the results obtained in a series of control experiments, a Pd-II/Pd-IV catalytic cycle is implicated for the transformations. Furthermore, the method offers an easy access to a broad range of substituted 2-(pyridin-2-yl)phenols in good isolated yields.

引用

页码：6050 / 6054

页数：5

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