Palladium(II)-catalyzed ortho-arylation via phosphate-group-directed C-H activation

被引：48

作者：

Jeon, Woo Hyung ^{[1
]}

Lee, Tae Seob ^{[1
]}

Kim, Eun Jin ^{[1
]}

Moon, Bongjin ^{[1
]}

Kang, Jahyo ^{[1
]}

机构：

[1] Sogang Univ, Dept Chem, Seoul 121742, South Korea

来源：

TETRAHEDRON | 2013年 / 69卷 / 25期

关键词：

Phosphate; Palladium catalyst; C-H activation; Diaryliodonium salt; Directing group; NAPHTHALENE-CATALYZED LITHIATION; ONE-POT SYNTHESIS; ROOM-TEMPERATURE; BOND ACTIVATION; DIRECT TRANSFORMATION; DIALKYL SULFATES; PALLADIUM; ARENES; COMPLEXES; MECHANISM;

D O I：

10.1016/j.tet.2013.04.067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aryl dialkyl phosphate, which is readily available from phenol, was a good substrate for the Pd(II) catalyzed aryl aryl coupling reaction through ortho-C H activation. Although a phosphate group is regarded as a poor coordinating group, highly regioselective ortho-arylation could be achieved by employing Pd(OTf)(2)center dot 2H(2)O and Ar2IOTf as a catalyst and an aryl group source, respectively. The phosphate group of the resulting coupled product can be transformed into an aryl anion via reductive cleavage and used for further C-C bond formation. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5152 / 5159

页数：8

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