Kajiwara Rikuo, Xu Shibo, Hirano Koji, Miura Masahiro
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565-0871, Japan.
Org Lett. 2021 Jul 16;23(14):5405-5409. doi: 10.1021/acs.orglett.1c01735. Epub 2021 Jul 2.
A copper-mediated dehydrogenative C-H/C-H biaryl coupling of phenols and 1,3-azoles has been developed. The key to its success is the introduction of a bipyridine-type bidentate auxiliary, 4,4'-di(-butyl)-2,2'-bipyridine, on the phenol oxygen, which is readily prepared and easily attachable, detachable, and recyclable. The reaction proceeds smoothly in the presence of copper salt alone to form the corresponding phenol-azole heterobiaryls, which are prevalent motifs in functional molecules such as excited-state intramolecular proton transfer materials.
已开发出一种铜介导的酚类和1,3 -唑类的脱氢C-H/C-H联芳基偶联反应。该反应成功的关键在于在酚氧上引入联吡啶型双齿助剂4,4'-二（-丁基）-2,2'-联吡啶，其易于制备且易于连接、拆卸和循环使用。该反应仅在铜盐存在下就能顺利进行，生成相应的酚-唑杂联芳基，它们是激发态分子内质子转移材料等功能分子中普遍存在的结构单元。
