para-Selective C−H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis
Lichen Yang
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorProf. Dr. Kazuhiko Semba
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Yoshiaki Nakao
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorLichen Yang
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorProf. Dr. Kazuhiko Semba
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Yoshiaki Nakao
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510 Japan
Search for more papers by this authorGraphical Abstract
Collect. Select. Reflect: para-Selective C−H borylation of benzamide and pyridine adducts is controlled by a combination of iridium and bulky aluminum-based Lewis acid catalysts. Variously substituted (hetero)arylboronates were prepared, which are versatile synthetic intermediates for complex multi-substituted aromatic compounds.
Abstract
para-Selective C−H borylation of benzamides and pyridines has been achieved by cooperative iridium/aluminum catalysis. A combination of iridium catalysts commonly employed for arene C−H borylation and bulky aluminum-based Lewis acid catalysts provides an unprecedented strategy for controlling the regioselectivity of C−H borylation to give variously substituted (hetero)arylboronates, which are versatile synthetic intermediates for complex multi-substituted aromatic compounds.
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