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Catalytic Method for the Synthesis of C-N-Linked Bi(heteroaryl)s Using Heteroaryl Ethers and N-Benzoyl Heteroarenes
Saori Tanii1, Mieko Arisawa1, Takaya Tougo1
1Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences , Tohoku University , Aoba, Sendai 980-8578 , Japan.
Abstract:
C-N-linked bi(heteroaryl)s are synthesized by a rhodium-catalyzed N-heteroarylation reaction of N-benzoyl heteroarenes including azoles/azolones, pyridones, cyclic ureas, and cyclic imides using heteroaryl aryl ethers. The reaction involves the covalent bond-exchange reaction of N-CO and HetAr-O bonds without using metal bases and exhibits a broad applicability, giving diverse C-N-linked bi(heteroaryl)s containing five- and six-membered heteroarenes. The N-heteroarylation of N-H azoles/azolones and pyridone proceeds at higher reaction temperatures.
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