Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences , Tohoku University , Aoba, Sendai 980-8578 , Japan.
Org Lett. 2018 Apr 6;20(7):1756-1759. doi: 10.1021/acs.orglett.8b00245. Epub 2018 Mar 12.
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.
C-N 键双(杂芳基)通过铑催化 N-杂芳基氮杂环丁酮、吡啶酮、环状脲和环状酰亚胺的 N-苯甲酰基杂芳烃的 N-杂芳基醚的 N-杂芳基化反应合成。该反应涉及 N-CO 和 HetAr-O 键的共价键交换反应,无需使用金属碱,具有广泛的适用性,可得到包含五元和六元杂环的多种 C-N 键双(杂芳基)。N-H 氮杂环丁酮/氮杂环酮和吡啶酮的 N-杂芳基化反应在较高的反应温度下进行。