RETRACTED: Cobalt-catalyzed arylation of azole heteroarenes via direct C-H bond functionalization (Retracted Article. See vol 8, pg 2899, 2006)

被引:101
作者
Sezen, B [1 ]
Sames, D [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/ol035313o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We herein report a new cobalt-catalyzed method for arylation of azole heteroarenes, including thiazole, oxazole, imidazole, benzothiazole, benzoxazole, and benzimidazole. The direct arylation of thiazole and oxazole was achieved both with iodo- and bromoarenes as the aryl donors in the presence of cobalt catalyst [Co(OAc)(2)/IMes] and cesium carbonate, while imidazole required the use of zinc oxide as the base. A complete reversal of arylation from C-5 to C-2 was accomplished using the bimetallic Co/Cu/IMes system. A direct comparison of the new cobalt method and the previously developed palladium protocol revealed significant differences, in terms of both chemical yield and selectivity.
引用
收藏
页码:3607 / 3610
页数:4
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