Cobalt- and Manganese-Catalyzed Direct Amination of Azoles under Mild Reaction Conditions and the Mechanistic Details†
Ji Young Kim
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorSeung Hwan Cho
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorDr. Jomy Joseph
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorCorresponding Author
Prof. Dr. Sukbok Chang
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810Search for more papers by this authorJi Young Kim
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorSeung Hwan Cho
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorDr. Jomy Joseph
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Search for more papers by this authorCorresponding Author
Prof. Dr. Sukbok Chang
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810
Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701 (Republic of Korea), Fax: (+82) 42-350-2810Search for more papers by this authorThis research was supported by the Korea Research Foundation Grant (KRF-2008-C00024, Star Faculty Program), and MIRC (NRF-2010-0001957).
Graphical Abstract
A bonding moment: A new cobalt- or manganese-catalyzed amination of azoles has been developed using peroxide and an acid additive to couple various types of azoles with ammonia, and primary or secondary amines (see scheme). The catalyst loadings are low, the optimal reaction conditions are mild, and the substrate scope is broad. The product azoles are an important pharmacophore of high biological activity.
Supporting Information
Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.
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