A Reusable Co Catalyst for the Selective Hydrogenation of Functionalized Nitroarenes and the Direct Synthesis of Imines and Benzimidazoles from Nitroarenes and Aldehydes

被引:203
作者
Schwob, Tobias [1 ]
Kempe, Rhett [1 ]
机构
[1] Univ Bayreuth, Anorgan Chem Katalysatordesign 2, D-95440 Bayreuth, Germany
关键词
benzimidazoles; cobalt catalysis; hydrogenation; imines; nitroarenes; DEHYDROGENATIVE CONDENSATION; CHEMOSELECTIVE HYDROGENATION; COBALT CATALYST; NITRO-COMPOUNDS; GOLD CATALYSTS; C=O BONDS; AMINES; ALCOHOLS; CARBON; ALKYLATION;
D O I
10.1002/anie.201608321
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of abundantly available transition metals in reactions that have been preferentially mediated by rare noble metals, for example, hydrogenations, is a desirable aim in catalysis and an attractive strategy for element conservation. The observation of novel selectivity patterns with such inexpensive metal catalysts is especially appealing. Herein, we report a novel, robust, and reusable cobalt catalyst that permits the selective hydrogenation of nitroarenes in the presence of highly hydrogenation-sensitive functional groups, as well as the direct synthesis of imines from nitroarenes and aldehydes or ketones in the presence of such substituents. Furthermore, we introduce the first base-metal-mediated direct synthesis of benzimidazoles from nitroarenes and aldehydes. Functional groups that are easy to hydrogenate are again well tolerated.
引用
收藏
页码:15175 / 15179
页数:5
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