The University of Osaka · Chemistry
Koji Hirano 교수의 연구실은 구리 기반 촉매를 중심으로 한 C–H 활성화 및 선택적 화합물 합성에 초점을 맞추고 있습니다. 특히 2-피리돈 유도체의 고도로 선택적인 C–H 기능화와 유사한 구조를 가진 생물활성 화합물의 합성에 응용하는 데 주력하고 있으며, 높은 입체선택성과 산화제 최소화를 통한 친환경적 합성 전략을 개발하고 있습니다. 또한, 박리드, 루테늄 등 귀금속 대체 촉매로서의 구리 화합물의 응용 가능성을 넓히는 데에도 기여하고 있습니다.
Figures are computed from collected data and may differ slightly.
A 2-pyridone ring is a frequently occurring subunit in natural products, biologically active compounds, and pharmaceutical targets. Thus, the selective synthesis of substituted 2-pyridone derivatives through decoration and/or formation of pyridone rings has been one of the important longstanding subjects in organic synthetic chemistry. This minireview focuses on recent advances in site-selective C-H functionalization on 2-pyridone. The reported procedures are categorized according to the site se
Rapid and concise: The title reaction proceeds via copper complexes in a highly stereospecific manner (see scheme; acac=acetylacetonate, phen=1,10-phenanthroline, TBS=tBuMe2Si). The catalysis provides a rapid and concise route to allylarenes that contain fluorinated aromatic cores of an electron-deficient nature.
Abstract Copper salts and complexes have recently received significant attention as less expensive, abundant, and unique alternatives to noble transition-metal catalysts such as palladium, rhodium, and ruthenium, in the research field of C–H activation. This highlight review focuses on recent advances in copper-mediated biaryl coupling via aromatic C–H cleavage, and the scope and limitations are briefly summarized.
A tolerant coupling: The title reaction has been developed to deliver arylamines (see scheme; Bz=benzoyl, dppbz=1,2-bis(diphenylphosphino)benzene). The catalysis is based on electrophilic, umpolung amination and enables the use of secondary acyclic amines. Various functional groups are tolerated, thus opening up a new substrate class for the Chan–Lam-type coupling.
A copper-mediated C6-selective dehydrogenative heteroarylation of 2-pyridones with 1,3-azoles has been developed. The reaction proceeded smoothly by twofold C-H cleavage even in the absence of noble-metal catalysts. The observed site selectivity was directed by a pyridyl substituent on the nitrogen atom of the pyridone ring. This directing group was readily removed after the coupling event, thus leading to 2-pyridone derivatives with a free N-H group. Moreover, in some cases, catalytic turnover
Schnell und sicher führt die hoch stereospezifische kupferkatalysierte Titelreaktion zu Allylarenen mit elektronenarmen fluorierten Arensystemen (siehe Schema; acac=Acetylacetonat, phen=1,10-Phenanthrolin, TBS=tBuMe2Si). 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. Please note: The publisher is not responsible for the content or f
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