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

被引：49
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.
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收藏
页码：5152 / 5159
页数：8
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