2-(Fluorophenyl)pyridines by the Suzuki-Miyaura method:: Ag2O accelerates coupling over undesired ipso substitution (SNAr) of fluorine

被引:41
作者
Chen, J [1 ]
Cammers-Goodwin, A [1 ]
机构
[1] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
基金
美国国家科学基金会;
关键词
Suzuki coupling; aryl cross coupling; transmetallation; Pd catalyst;
D O I
10.1016/S0040-4039(02)02793-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Problematic ipso substitution was observed in the Suzuki-Miyaura coupling of pentafluorophenylboronic acid to make 2-pentafluorophenylpyridine. Strong bases favored coupling, but under these conditions fluorine in the product tended to undergo nucleophilic substitution. Inclusion of Ag2O accelerated coupling over ipso substitution. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1503 / 1506
页数:4
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