Proline Catalyzes Direct C-H Arylations of Unactivated Arenes

被引:94
|
作者
Tanimoro, Kouichi [1 ]
Ueno, Minoru [1 ]
Takeda, Kazutaka [1 ]
Kirihata, Mitsunori [1 ]
Tanimori, Shinji [1 ]
机构
[1] Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Biosci & Informat, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 18期
关键词
CROSS-COUPLING REACTIONS; BOND ARYLATION; SELF-ORGANIZATION; ROOM-TEMPERATURE; ARYL HALIDES; ORGANOCATALYSIS; HETEROCYCLES; ACTIVATION; BENZENE; INDOLES;
D O I
10.1021/jo3008594
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several amino acids were tested to catalyze the transition-metal-free direct C-H arylation of unactivated benzene derivatives. Among them, proline was found to be an excellent catalyst for the cross-coupling between aryl halides and unactivated arenes. The reaction presumably involves an aryl radical anion as the intermediate based on several experiments. The reaction using this catalyst system offers an option toward establishing an environmentally benign and cost-effective route to biaryls.
引用
收藏
页码:7844 / 7849
页数:6
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