Effect of oxygen substituents on the regioselectivity of the Pd-assisted biaryl coupling reaction of benzanilides

被引:31
作者
Harayama, T [1 ]
Kawata, Y [1 ]
Nagura, C [1 ]
Sato, T [1 ]
Miyagoe, T [1 ]
Abe, H [1 ]
Takeuchi, Y [1 ]
机构
[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan
关键词
D O I
10.1016/j.tetlet.2005.06.167
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This study investigated the effect of oxygen substituents in the benzoyl part of N-(2-iodophenyl)benzamide on the coupling position in its Pd-assisted biaryl coupling reaction. Benzamide with methylenedioxy and acyloxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6091 / 6094
页数:4
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