Kagoshima University · Graduate School of Science and Engineering · 教授

Research keywords触媒反応・不均一系触媒・化学系薬学・有機合成化学・環境調和・酸化的カップリング・含窒素複素環

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• Matsumoto K., Sato N., Kobayashi Y., Date K., Okamoto Y., Kariya T., Hirokane T., Yoshida M. . Heterogeneously Catalyzed Cascade Oxidative Coupling/Dearomative Spirocyclization of Diarylamines2025 · 記述言語： 日本語 出版者・発行元： Advanced Synthesis and Catalysis Spirocyclic compounds, particularly spirocyclohexadienones, are important in pharmaceuticals due to their biological activity. In this study, we develop a catalytic cascade oxidative spirocyclization of diarylamines for the rapid access to highly functionalized spirocyclohexadienones. Using commercially available recyclable heterogeneous metal catalysts, cascade process via oxidative coupling and dearomative spiroannulation proceeds efficiently under mild aerobic conditions, providing spirocyclohexadienones fused with an acridine skeleton in good-to-excellent yields. This method provides efficient and rapid access to nitrogen-containing fused spiro compounds in a highly atom-economical and environmentally friendly manner. DOI： 10.1002/adsc.202500107 Scopus その他リンク： https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202500107
• Matsumoto K., Nakano R., Yamada K.i., Hirokane T., Yoshida M. . Catalytic and Aerobic Oxidative C−H Annulation Reaction of Saturated Cyclic Amines for Synthesis of Dipyrroloquinolines2022 · 担当区分： 筆頭著者, 責任著者 記述言語： 日本語 掲載種別： 研究論文（学術雑誌） 出版者・発行元： Advanced Synthesis and Catalysis With the aim of providing an efficient platform for the one-step construction of nitrogen-containing polycyclic frameworks, we report a heterogeneous platinum-catalyzed oxidative α,β-C(sp3)−H dual functionalization of saturated cyclic amines. This method involves a tandem oxidative dehydrogenation/hetero Diels-Alder reaction under aerobic mild conditions, providing tetracyclic octahydro-dipyrroloquinoline frameworks in good yields. The reaction was applied to the synthesis of natural products incargranine B aglycone and seneciobipyrrolidine in one step. This study provides efficient and rapid access to nitrogen-containing fused tetracyclic compounds in a highly atom-economical fashion. (Figure presented.). DOI： 10.1002/adsc.202201332 Scopus
• 松本 健司, 新藤 充, 吉田 昌裕 . 不均一系触媒による酸素を用いた芳香環C-H結合の酸化的分子変換法の開発 . 有機合成化学協会誌79 ( 8 ) 755 - 765 2021年8月 詳細を見る 記述言語： 日本語 出版者・発行元： 公益社団2021 · 記述言語： 日本語 出版者・発行元： 公益社団法人 有機合成化学協会 Oxidation of aryl amines has been extensively utilized for the synthesis of nitrogen-containing functional materials. Among them, a number of methods for C-C bond forming reaction of aryl amines have been developed. Although oxidative biaryl coupling of aryl amines using stoichiometric metal or organic oxidants has been reported, the catalytic oxidation methods have been rarely studied to date. The aerobic oxidation is an attractive approach toward environmentally friendly synthesis of nitrogen-containing biaryl compounds. Recently, we developed a heterogeneous rhodium-catalyzed aerobic oxidative biaryl coupling reaction of aryl amines to provide various aminobiaryls such as BINAM derivatives, naphthidines, benzidines, and bicarbazoles. This heterogeneously catalyzed method can be adapted to highly selective cross-coupling reaction and the intramolecular biaryl coupling reaction of aryl amines. Additionally, we developed an aerobic direct C-H oxidation of polycyclic aromatics using a recyclable heterogeneous catalyst. In this account, our recent research activities regarding the heterogeneously catalyzed aerobic oxidative transformations of aromatic C-H bonds are described. DOI： 10.5059/yukigoseikyokaishi.79.755 Scopus CiNii Research
• Matsumoto K, Toubaru Y, Tachikawa S, Miki A, Sakai K, Koroki S, Hirokane T, Shindo M, Yoshida M . Catalytic and Aerobic Oxidative Biaryl Coupling of Anilines Using a Recyclable Heterogeneous C2020 · 記述言語： 英語 出版者・発行元： Journal of Organic Chemistry DOI： 10.1021/acs.joc.0c02020 Scopus PubMed

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