Self-Assembled Multilayer-Stabilized Metal Nanoparticle Catalyst for Functional Molecular Synthesis: in-situ Metal Nanoparticle and Nanospace Simultaneous Organization

• Project Area: Precise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions
• Project/Area Number: 18H04260
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Research Institution: Osaka University
• Principal Investigator: 有澤 光弘 大阪大学, 薬学研究科, 教授 (40312962)
• Project Period (FY): 2018-04-01 – 2020-03-31
• Project Status: Completed (Fiscal Year 2019)
• Budget Amount: ¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000); Fiscal Year 2019: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000); Fiscal Year 2018: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
• Keywords: 金属ナノ粒子触媒 / 卑金属 / ナノ粒子触媒

Outline of Annual Research Achievements

研究成果の１つとしてFe(0)ナノ粒子触媒SAFe(0)の創製とそれを用いたリガンドフリーワンポット炭素－炭素/炭素－窒素結合形成反応の開発について記す。
種々検討した結果、Fe源としてFeCl3、強力な有機還元剤として1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (PYR)を用いて硫酸修飾した金メッシュとともにp-キシレン溶媒中加熱攪拌することで所望のFe(0)ナノ粒子触媒SAFe(0)を得ることに成功した。このSAFe(0)をヨウ化アリールおよびアリールボロン酸の鈴木－宮浦カップリングに用いると、本反応がリガンドフリーで進行し、最高99%の収率で対応するカップリング体が得られた。SAFe(0)は10回以上繰り返し利用が可能であり、反応溶液中のFe漏洩量を0.8 μg（0.029 mmol%）まで減らすことにも成功した。続いて、SAFe(0)のさらなる触媒活性を精査すべく、2-アジドビフェニル誘導体の炭素－水素結合活性型アミノ化への利用について検討した。その結果、リガンドフリー条件下、最高98%の収率でカルバゾール誘導体が得られ、SAFe(0)は10回以上繰り返し利用が可能であった。そこで、SAFe(0)を用いるとこれら2反応がリガンドフリーで進行するという特性を活かしてワンポットで2種類の結合形成を達成可能であるか検討した結果、目的のカルバゾール誘導体が最高95%の収率で得られた。SAFe(0)の詳細な構造は、XANES解析およびXPS測定、SEM、TEM観察より明らかになっている。SAFe(0)表面には、5～10 nmのFe(0)ナノ粒子とp-キシレンとSO42-由来のポリマー(p-xylene)m・(SO4)nが自己組織的多層状にマトリックスを形成していると考えられる。

Research Progress Status

令和元年度が最終年度であるため、記入しない。

Strategy for Future Research Activity

令和元年度が最終年度であるため、記入しない。

Research Products

• [Int'l Joint Research] ケンブリッジ大学(英国)
• [Journal Article] Bitterness-Suppressing Effect of Umami Dipeptides and Their Constituent Amino Acids on Diphenhydramine: Evaluation by Gustatory Sensation and Taste Sensor Testing (2020)
  • Author(s): Takayoshi Okuno, Shiori Morimoto, Haruka Nishikawa, Tamami Haraguchi, Honami Kojima, Hirofumi Tsujino, Mitsuhiro Arisawa, Taku Yamashita, Junichi Nishikawa, Miyako Yoshida, Masaaki Habara, Hidekazu Ikezaki, Takahiro Uchida
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 68 Issue: 3 Pages: 234-243
  • DOI: 10.1248/cpb.c19-00736
  • NAID: 130007804056
  • ISSN: 0009-2363, 1347-5223
  • Year and Date: 2020-03-01
  • Peer Reviewed / Open Access
• [Journal Article] Design and Synthesis of 1,2-Deoxy-pyranose Derivatives of Spliceostatin A toward Prostate Cancer Treatment (2020)
  • Author(s): Yoshikawa Yusuke、Ishibashi Airi、Takehara Tsunayoshi、Suzuki Takeyuki、Murai Kenichi、Kaneda Yasufumi、Nimura Keisuke、Arisawa Mitsuhiro
  • Journal Title: ACS Medicinal Chemistry Letters Volume: as soon as Issue: 6 Pages: 1310-1315
  • DOI: 10.1021/acsmedchemlett.0c00153
  • Peer Reviewed / Open Access
• [Journal Article] Cyclizations of Benzo-Fused Substrates Involving Two Multiple Bonds, Including Heteroatom-Substituted Unsaturated Bonds (2020)
  • Author(s): Ohno Shohei、Arisawa Mitsuhiro
  • Journal Title: The Journal of Organic Chemistry Volume: 85 Issue: 11 Pages: 6831-6843
  • DOI: 10.1021/acs.joc.0c00452
  • Peer Reviewed
• [Journal Article] Thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols followed by the nucleophilic addition of water: metal-free and economical synthesis of arylcyclobutenals (2020)
  • Author(s): Ohno Shohei、Avena Ramon Francisco、Aoyama Hiroshi、Fujioka Hiromichi、Arisawa Mitsuhiro
  • Journal Title: Green Chemistry Volume: 22 Issue: 4 Pages: 1220-1228
  • DOI: 10.1039/c9gc04184b
  • Peer Reviewed / Open Access
• [Journal Article] Absorption, Fluorescence, and Two-Photon Excitation Ability of 5-Phenylisolidolo[2,1-a]quinolines (2020)
  • Author(s): Avena Ramon Francisco、Qiao Lin、Fujii Yuki、Otomo Kohei、Ishii Hirokazu、Suzuki Takeyuki、Tsujino Hirofumi、Uno Tadayuki、Tsutsumi Yasuo、Kawashima Yusuke、Takagi Tatsuya、Murai Kenichi、Nemoto Tomomi、Arisawa Mitsuhiro
  • Journal Title: ACS Omega Volume: 5 Issue: 5 Pages: 2473-2479
  • DOI: 10.1021/acsomega.9b04070
  • Peer Reviewed / Open Access
• [Journal Article] Recent topics on reusable immobilized iron nanoparticle pre-catalysts (2020)
  • Author(s): Yamada Makito、Arisawa Mitsuhiro
  • Journal Title: Tetrahedron Letters Volume: 61 Issue: 4 Pages: 151422-151422
  • DOI: 10.1016/j.tetlet.2019.151422
  • Peer Reviewed
• [Journal Article] Development of Metal Nanoparticle Catalysis toward Drug Discovery (2019)
  • Author(s): Arisawa Mitsuhiro
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 67 Issue: 8 Pages: 733-771
  • DOI: 10.1248/cpb.c19-00157
  • NAID: 130007686363
  • ISSN: 0009-2363, 1347-5223
  • Year and Date: 2019-08-01
  • Peer Reviewed / Open Access
• [Journal Article] Nickel Nanoparticle-catalyzed Carboxylation of Unsaturated Hydrocarbon with CO2 Using Sulfur-modified Au-supported Nickel Material (2019)
  • Author(s): Taniguchi Takahisa、Saito Nozomi、Doi Ryohei、Kimoto Arato、Hoshiya Naoyuki、Fujiki Katsumasa、Shuto Satoshi、Fujioka Hiromichi、Arisawa Mitsuhiro、Sato Yoshihiro
  • Journal Title: Chemistry Letters Volume: 48 Issue: 11 Pages: 1406-1409
  • DOI: 10.1246/cl.190650
  • NAID: 130007741839
  • Peer Reviewed
• [Journal Article] Direct Synthesis of Dialkylaryl-vinylsilane Derivatives: Metathesis of Dialkylaryl-iso-propenylsilane and Its Application to Tetracyclic Silacycle Dye Synthesis (2019)
  • Author(s): Shohei Yoshioka, Tsunayoshi Takehara, Tsuyoshi Matsuzaki, Takeyuki Suzuki, Hirofumi Tsujino, Tadayuki Uno, Yasuo Tsutsumi, Kenichi Murai, Hiromichi Fujioka, Mitsuhiro Arisawa
  • Journal Title: Chemical Communications, Volume: 55 Issue: 93 Pages: 14070-14073
  • DOI: 10.1039/c9cc06777a
  • Peer Reviewed
• [Journal Article] Design and synthesis of a phenyl C-glycoside derivative of Spliceostatin A and its biological evaluation toward prostate cancer treatment (2019)
  • Author(s): Yoshikawa Yusuke、Ishibashi Airi、Murai Kenichi、Kaneda Yasufumi、Nimura Keisuke、Arisawa Mitsuhiro
  • Journal Title: Tetrahedron Letters Volume: 60 Issue: 51 Pages: 151313-151313
  • DOI: 10.1016/j.tetlet.2019.151313
  • Peer Reviewed
• [Journal Article] Ni-Catalyzed Cycloisomerization between 3-Phenoxy Acrylic Acid Derivatives and Alkynes via Intramolecular Cleavage and Formation of the C-O Bond To Give 2,3-Disubstituted Benzofurans (2019)
  • Author(s): Ohno Shohei、Qiu Jiawei、Miyazaki Ray、Aoyama Hiroshi、Murai Kenichi、Hasegawa Jun-ya、Arisawa Mitsuhiro
  • Journal Title: Organic Letters Volume: 21 Issue: 20 Pages: 8400-8403
  • DOI: 10.1021/acs.orglett.9b03170
  • Peer Reviewed
• [Journal Article] SF3B2-mediated RNA splicing drives human prostate cancer progression. (2019)
  • Author(s): Kawamura N, Nimura K, Saga K, Ishibashi A, Kitamura K, Nagano H, Yoshikawa Y, Ishida K, Nonomura N, Kaneda Y.
  • Journal Title: Cancer Res. Volume: 79 Issue: 20 Pages: 5204-5217
  • DOI: 10.1158/0008-5472.can-18-3965
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] Ligand-free Suzuki Miyaura coupling reaction of aryl chloride using a continuous irradiation type microwave and palladium nanoparticle catalyst: Effect of a co-existing solid (2019)
  • Author(s): Makito Yamada, Yasunori Shio, Toshiki Akiyama, Tetsuo Honma, Yuuta Ohki, Naoyuki Takahashi, Kenichi Murai, Mitsuhiro Arisawa
  • Journal Title: Green Chem. Volume: 21 Issue: 16 Pages: 4541-4549
  • DOI: 10.1039/c9gc01043b
  • Peer Reviewed / Open Access
• [Journal Article] Pd-catalyzed Migratory Cycloisomerization of N-Allyl-o-allenylaniline Derivatives (2019)
  • Author(s): Yasuhiro Ii, Satoru Hirabayashi, Shohei Yoshioka, Hiroshi Aoyama, Kenichi Murai, Hiromichi Fujioka, Mitsuhiro Arisawa
  • Journal Title: Org. Lett. Volume: 21 Issue: 10 Pages: 3501-3504
  • DOI: 10.1021/acs.orglett.9b00676
  • Peer Reviewed
• [Journal Article] Chemoselective Transformations of Aromatic Methoxymethyl Ethers Using Trialkylsilyl Triflate and 2,2’-Bipyridyl (2019)
  • Author(s): Mizushi Yanagihara, Reiya Ohta, Kenichi Murai, Mitsuhiro Arisawa, Hiromichi Fujioka
  • Journal Title: ACS Omega Volume: 4 Issue: 5 Pages: 8465-8471
  • DOI: 10.1021/acsomega.9b00643
  • Peer Reviewed / Open Access
• [Journal Article] Oxidative Rearrangement of Primary Amines Using PhI(OAc)2 and Cs2CO3 (2019)
  • Author(s): Wataru Yamakoshi, Mitsuhiro Arisawa, Kenichi Murai
  • Journal Title: Organic Letters Volume: 21 Issue: 9 Pages: 3023-3027
  • DOI: 10.1021/acs.orglett.9b00559
  • Peer Reviewed
• [Journal Article] Metal-Free Nitrogen-Containing Polyheterocyclic Near-Infrared (NIR) Absorption Dyes: Synthesis, Absorption Properties, and Theoretical Calculation of Substituted 5-Methylisoindolo[2,1-a]quinolines (2019)
  • Author(s): Fujii Yuki、Suwa Yukinori、Wada Yuki、Takehara Tsunayoshi、Suzuki Takeyuki、Kawashima Yusuke、Kawashita Norihito、Takagi Tatsuya、Fujioka Hiromichi、Arisawa Mitsuhiro
  • Journal Title: ACS Omega Volume: 4 Issue: 3 Pages: 5064-5075
  • DOI: 10.1021/acsomega.9b00315
  • Peer Reviewed / Open Access
• [Journal Article] Tricarboxylic acid cycle activity suppresses acetylation of mitochondrial proteins during early embryonic development in Caenorhabditis elegans. (2019)
  • Author(s): Hada Kazumasa、Hirota Keiko、Inanobe Ai、Kako Koichiro、Miyata Mai、Araoi Sho、Matsumoto Masaki、Ohta Reiya、Arisawa Mitsuhiro、Daitoku Hiroaki、Hanada Toshikatsu、Fukamizu Akiyoshi
  • Journal Title: J. Biol. Chem. Volume: 294 Issue: 9 Pages: 3091-3099
  • DOI: 10.1074/jbc.ra118.004726
  • NAID: 120007133475
  • Peer Reviewed
• [Journal Article] Pd/TiO2-photocatalyzed self-condensation of primary amines to afford secondary amines at ambient temperature (2019)
  • Author(s): Lyu-Ming Wang, Mitushiro Arisawa, Susumu Saito*, Hiroshi Naka*
  • Journal Title: Org. Lett. Volume: 21 Issue: 2 Pages: 341-344
  • DOI: 10.1021/acs.orglett.8b03271
  • NAID: 120006623817
  • Peer Reviewed
• [Journal Article] Design and Synthesis of N1,N8-Diacetylspermidine Analogues having a Linker with Desired Functional Groups (2018)
  • Author(s): Reiya Ohta, Akihiro Oguro, Kazuhiro Nishimura, Kenichi Murai, Hiromichi Fujioka, Mitsuhiro Arisawa.
  • Journal Title: Organic & Biomolecular Chemistry Volume: 17 Issue: 4 Pages: 867-875
  • DOI: 10.1039/c8ob02900h
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Highly Discriminative and Chemoselective Deprotection/Transformations of Acetals with the Combination of Trialkylsilyl Triflate/2,4,6-Collidine (2018)
  • Author(s): Reiya Ohta, Nao Matsumoto, Yoshifumi Ueyama, Yuichi Kuboki, Hiroshi Aoyama, Kenichi Murai, Mitsuhiro Arisawa, Tomohiro Maegawa, Hiromichi Fujioka
  • Journal Title: JOURNAL OF ORGANIC CHEMISTRY Volume: 83 Issue: 12 Pages: 6432-6443
  • DOI: 10.1021/acs.joc.8b00675
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Cascade Multiple Diels?Alder Reactions of Styrene Derivatives with Maleimide or Maleic Anhydride (2018)
  • Author(s): Yoshioka Shohei、Aoyama Hiroshi、Fujioka Hiromichi、Arisawa Mitsuhiro
  • Journal Title: The Journal of Organic Chemistry Volume: 83 Issue: 12 Pages: 6599-6606
  • DOI: 10.1021/acs.joc.8b00890
  • Peer Reviewed
• [Journal Article] Synthesis of Chiral cis-Cyclopropane Bearing Indole and Chromone as Potential TNFα Inhibitors (2018)
  • Author(s): Kanada Ryutaro、Tanabe Makoto、Muromoto Ryuta、Sato Yukina、Kuwahara Tomoki、Fukuda Hayato、Arisawa Mitsuhiro、Matsuda Tadashi、Watanabe Mizuki、Shuto Satoshi
  • Journal Title: The Journal of Organic Chemistry Volume: 83 Issue: 15 Pages: 7672-7682
  • DOI: 10.1021/acs.joc.8b00466
  • Peer Reviewed
• [Journal Article] Design and synthesis of histamine H3/H4 receptor ligands with a cyclopropane scaffold (2018)
  • Author(s): Watanabe Mizuki、Kobayashi Takaaki、Ito Yoshihiko、Fukuda Hayato、Yamada Shizuo、Arisawa Mitsuhiro、Shuto Satoshi
  • Journal Title: Bioorganic & Medicinal Chemistry Letters Volume: 28 Issue: 23-24 Pages: 3630-3633
  • DOI: 10.1016/j.bmcl.2018.10.041
  • Peer Reviewed
• [Journal Article] Reusable Immobilized Iron(II) Nanoparticle Pre-Catalysts for Ligand-Free Kumada Coupling (2018)
  • Author(s): Toshiki Akiyama, Yuki Wada, Kellie Jenkinson, Tetsuo Honma, Kazuki Tsuruta, Yusuke Tamenori, Hitoshi Haneoka, Tsunayoshi Takehara, Takeyuki Suzuki, Kenichi Murai, Hiromichi Fujioka, Yoshihiro Sato, Andrew E. H. Wheatley, Mitsuhiro Arisawa
  • Journal Title: Acs Applied Nano Materials Volume: 1 Issue: 12 Pages: 6950-6958
  • DOI: 10.1021/acsanm.8b01742
  • Peer Reviewed / Int'l Joint Research
• [Presentation] Recyclable, Low-Leaching, and Ligand-Free Suzuki-Miyaura Coupling Carbon-Nitrogen Bond Formation Using Iron(0) Nanoparticles (2019)
  • Author(s): 有澤光弘
  • Organizer: 国立台湾交通大学特別講演会
  • Int'l Joint Research / Invited
• [Presentation] "Ligand-free Suzuki-Miayaura Coupling of Aryl Chloride Using Metal-Nanoparticle Catalyst Under Continuous Microwave Irradiation ; Effect of Coexisting Meta (2019)
  • Author(s): Yamada, M.; Shio, Y.; Akiyama, T.; Ohki, Y.; Takahashi, N.; Honma, T.; Murai, K.; Arisawa, M.
  • Organizer: the 18th Asian Chemical Congress (18th ACC)
  • Int'l Joint Research
• [Presentation] Ligand-Free Suzuki-Miyaura Coupling of Aryl Chloride Using a Continuous Irradiation Type Microwave and Metal Nanoparticle Catalyst: Effect of a Coexisting Metal (2019)
  • Author(s): Yamada, M.; Shio, Y.; Akiyama, T.; Ohki, Y.; Takahashi, N.; Honma, T.; Murai, K.; Arisawa, M.
  • Organizer: 4th International Symposium on Precisely Designed Catalysts with Customized Scaffolding
  • Int'l Joint Research
• [Presentation] Recyclable, Low-Leaching, and Ligand-Free Suzuki-Miyaura Coupling Carbon-Nitrogen Bond Formation Using Iron(0) Nanoparticles (2019)
  • Author(s): Arisawa, M.
  • Organizer: 4th International Symposium on Precisely Designed Catalysts with Customized Scaffolding
  • Invited
• [Presentation] Pd-Catalyzed Migratory Cycloisomerization of N-Allyl-o-allenylaniline Derivatives (2019)
  • Author(s): Hirabayashi, S.; Ii, Y.; Yoshioka, S.; Aoyama, H.; Mura, K.; Fujioka, H.; Arisawa, M.
  • Organizer: 27th International Society of Heterocyclic Chemistry Congress
  • Int'l Joint Research
• [Presentation] Iron(0) Nanoparticle-catalyzed Ligand-free C-C/C-N Bond Forming Tandem Reaction (2019)
  • Author(s): Akiyama, T.; Honma, T.; Murai, K.; Tsurugi, H.; Mashima, K.; Sato, Y.; Arisawa, M.
  • Organizer: 27th International Society of Heterocyclic Chemistry Congress
  • Int'l Joint Research
• [Presentation] Ligand-free Suzuki-Miyaura Coupling of Chlorinated Heterocycles using Continuously Irradiating Microwave and Glass-Supported Palladium Nanoparticle Catalyst (2019)
  • Author(s): Yamada, M.; Shio, Y.; Akiyama, T.; Takahashi, N.; Ohki, Y.; Honma, T.; Murai, K.; Arisawa, M.
  • Organizer: 27th International Society of Heterocyclic Chemistry Congress
  • Int'l Joint Research
• [Presentation] Nickel Nanoparticle-catalyzed Ligand-free C(sp2)-C(sp3) Kumada Coupling (2019)
  • Author(s): Shio, Y.; Akiyama, T.; Honma, T.; Murai, K.; Sato, Y.; Arisawa, M.
  • Organizer: 27th International Society of Heterocyclic Chemistry Congress
  • Int'l Joint Research
• [Presentation] Ligand-Free Kumada Coupling Catalyzed by Iron(II) Nanoparticle (2019)
  • Author(s): Wada, Y.; Akiyama, T.; Honma, T.; Tamenori, Y.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: 4th International Symposium on Process Chemistry (ISPC 2019)
  • Int'l Joint Research
• [Presentation] Metathesis Reaction of Aryldimethylpropenylsilane (2019)
  • Author(s): Yoshioka, S.; Suzuki, T.; Murai, K.; Arisawa, M.
  • Organizer: 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
  • Int'l Joint Research
• [Presentation] Iron(0) Nanoparticle-Catalyzed Ligand-Free One-Pot C-C/C-N Bond Forming Tandem Reaction (2019)
  • Author(s): Akiyama, T.; Honma, T.; Tamenori, Y.; Murai, K.; Tsurugi, H.; Mashima, K.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
  • Int'l Joint Research
• [Presentation] Ligand-free Suzuki-Miayaura Coupling of Aryl Chloride using Metal-Nanoparticle catalyst under Continuous Microwave Irradiation ; effect of coexisting metal (2019)
  • Author(s): Yamada, M.; Akiyama, T.; Ohki, Y.; Takahashi, N.; Honma, T.; Murai, K.; Arisawa, M.
  • Organizer: 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
  • Int'l Joint Research
• [Presentation] Iron (0) Nanoparticle-catalyzed Ligand-free One- pot C-C/C-N Bond Forming Reaction (2019)
  • Author(s): Akiyama, T.; Honma, T.; Tamenori, Y.; Murai, K.; Tsurugi, H.; Mashima, K.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: THE 47th NAITO CONFERENCE ON C-H Bond Activation and Transformation
  • Int'l Joint Research
• [Presentation] Ni-Catalyzed C-O Bond Cleavage of 3-Phenoxy Acrylic Acid Derivatives and Subsequent Intramolecular C-C Bond Formation; Synthesis of 2,3- Disubstituted Benzofurans (2019)
  • Author(s): Ohno, S.; Fujioka, H.; Arisawa, M.
  • Organizer: THE 47th NAITO CONFERENCE ON C-H Bond Activation and Transformation
  • Int'l Joint Research
• [Presentation] Iron(0) nanoparticle-catalyzed ligand-free C- C/C-N bond forming tandem reaction (2019)
  • Author(s): Akiyama, T.; Honma, T.; Tsuruta, K.; Tamenori, Y.; Ueda, Y.; Tsurugi, H.; Murai, K.; Ohno, S.; Mashima, K.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: ACS National Meeting Spring 2019
  • Int'l Joint Research
• [Presentation] Ni-catalyzed C-O bond cleavage of 3- phenoxy acrylic acid derivatives and subsequent intramolecular C-C bond formation to give benzofurans (2019)
  • Author(s): Ohno, S.; Mura, K.; Fujioka, H.; Arisawa, M.
  • Organizer: ACS National Meeting Spring 2019
  • Int'l Joint Research
• [Presentation] 連続照射型マイクロ波を用いた塩化アリールのリガンドフリー鈴木－宮浦カップリング反応 (2019)
  • Author(s): 山田真希人，秋山敏毅，大木裕太，高橋直行，村井健一，藤岡弘道，有澤光弘
  • Organizer: 第17回次世代を担う有機化学シンポジウム
• [Presentation] Synthesis and fluorescent properties of 5-phenylisoindolo- [2,1-a]quinoline dyes (2019)
  • Author(s): "Avena Ramon, 川嶋裕介、鈴木健之、村井健一 大友康平、石井宏和、高木達也、根本知己、有澤光弘"
  • Organizer: 第39回有機合成若手セミナー
• [Presentation] 超原子価ヨウ素試薬を用いる第二級アミンの酸化的転位反応 (2019)
  • Author(s): 三好諒, 小林哲也, 藤岡弘道, 有澤光弘, 村井健一
  • Organizer: 第39回有機合成若手セミナー
• [Presentation] Ni-Catalyzed C-O Bond Cleavage of 3-Phenoxy Acrylic Acid Derivativesand Subsequent Intramolecular C-C Bond Formation to Give Benzofurans (2019)
  • Author(s): 大野祥平, 仇稼イ, 宮崎玲, 村井健一, 長谷川淳也, 有澤光弘
  • Organizer: 第66回有機金属化学討論会
• [Presentation] Metathesis reaction of aryldimethylpropenylsilane (2019)
  • Author(s): Shohei Yoshioka, Takeyuki Suzuki, Kenichi Murai, Mitsuhiro Arisawa
  • Organizer: 第66回有機金属化学討論会
• [Presentation] スプライシング阻害剤FR901464 誘導体の合成と活性評価研究 (2019)
  • Author(s): 吉川祐介, 石橋亜衣里, 二村圭祐, 村井健一, 金田安史, 有澤光弘
  • Organizer: 第69回日本薬学会関西支部総会・大会
• [Presentation] AmphidinolideC の合成研究―ホスホニウム塩中間体を用いた光学活性テトラヒドロフラン環の構築― (2019)
  • Author(s): 森田健太, 村井健一, 有澤光弘, 藤岡弘道
  • Organizer: 第69回日本薬学会関西支部総会・大会
• [Presentation] Pd触媒を用いたN-Allenyl-o-allenylaniline誘導体の転位型環化異性化反応の開発；2-アルキルインドールの合成 (2019)
  • Author(s): 平林怜，井康弘，吉岡祥平，青山浩，村井健一，藤岡弘道，有澤光弘
  • Organizer: 第45回反応と合成の進歩シンポジウム
• [Presentation] 0価鉄ナノ粒子触媒の創製とリガンドフリーワンポット炭素－炭素/炭素－窒素結合形成反応の開発 (2019)
  • Author(s): 秋山敏毅，本間徹生，村井健一，劒隼人，真島和志，佐藤美洋，有澤光弘
  • Organizer: 第45回反応と合成の進歩シンポジウム
• [Presentation] 前立腺がん増殖抑制活性を有する天然有機化合物の探索とその誘導体合成 (2019)
  • Author(s): 吉川祐介, 石橋亜衣里, 村井健一, 藤岡弘道, 金田安史, 二村圭祐, 有澤光弘
  • Organizer: 第37回メディシナルケミストリーシンポジウム
• [Presentation] Design and Synthesis of Derivatives of Spliceostatin A and Their Biological Evaluation toward Prostate Cancer Treatment (2019)
  • Author(s): Yusuke Yoshikawa, Airi Ishibashi, Kenichi Murai, Hiromichi Fujioka, Yasufumi Kaneda, Keisuke Nimura, Mitsuhiro Arisawa
  • Organizer: 日本化学会 第100春季年会 (2020)
• [Presentation] 不活性シクロプロパンの開環を伴う1,3‐アリールボレーションの開発 (2019)
  • Author(s): 窪木勇一, 有澤光弘, 村井健一
  • Organizer: 日本薬学会第140年会
• [Presentation] Ansellone Aの合成研究 (2019)
  • Author(s): 柳原瑞士, 有澤光弘, 村井健一
  • Organizer: 日本薬学会第140年会
• [Presentation] 光学活性cis-3,4-二置換ピぺリジンの合成 ;(+)-シンコナミノンの合成研究 (2019)
  • Author(s): 及部 奈緒子, 青山 浩, 村井 健一, 藤岡 弘道, 有澤 光弘
  • Organizer: 日本薬学会第140年会
• [Presentation] Thermal [2+2]-cyloaddition between silyl alkynes and allenyl phenols followed by nucleophilic addition of water for the synthesis of arylcyclobutenals (2019)
  • Author(s): Shohei Ohno, Ramon Francisco Avena, Hiroshi Aoyama, Hiromichi Fujioka, Mitsuhiro Arisawa
  • Organizer: 日本薬学会第140年会
• [Presentation] Ru-Catalyzed 1,6-Enyne Cycloisomerization of Functionalized Olefin for 2,3-Disubstituted Indole and Benzo[b]furan Synthesis (2018)
  • Author(s): Ohno, S; Takamoto, K.; Fujioka, H.; Arisawa, M.
  • Organizer: XXVIII International Conference on Organometallic Chemistry
  • Int'l Joint Research / Invited
• [Presentation] Iron Nanoparticles-catalyzed Ligand-free Kumada Coupling (2018)
  • Author(s): Akiyama, T.; Honma, T.; Tamenori, Y.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: XXVIII International Conference on Organometallic Chemistry
  • Int'l Joint Research
• [Presentation] Development of Transition Metal Catalyzed 7-Membered and 6-Membered Silacyclic Compounds Synthesis (2018)
  • Author(s): Yoshioka, S.; Takamoto, K.; Fujioka, H.; Arisawa, M.
  • Organizer: XXVIII International Conference on Organometallic Chemistry
  • Int'l Joint Research
• [Presentation] Design and Synthesis of Polyamine Analogues to Obtain Their Aptamers (2018)
  • Author(s): Ohta, R.; Oguro, A.; Nishimura, K.; Fujioka, H.; Arisawa, M.
  • Organizer: XXII International Conference on Organic Synthesis
  • Int'l Joint Research
• [Presentation] Selective Transformation of β‐Disubstituted Enones and Ynones in the Presence of β‐Monosubstituted Enones (2018)
  • Author(s): Morita, K.; Ohta, R.; Murai,K.; Arisawa, M.; Fujioka, H.
  • Organizer: XXII International Conference on Organic Synthesis
  • Int'l Joint Research
• [Presentation] Iron(II) Nanoparticle-Catalyzed Ligand-Free Kumada Coupling (2018)
  • Author(s): Akiyama, T.; Honma, T.; Tamenori, Y.; Fujioka, H.; Sato, Y.; Arisawa, M.
  • Organizer: 8th Spanish-Portuguese-Japanese Organic Chemistry Symposium (8th SPJ-OCS)
  • Int'l Joint Research
• [Presentation] Development of Transition Metal Catalyzed 7-Membered and 6-Membered Silacyclic Compounds Synthesis (2018)
  • Author(s): Ohno, S.; Murai, K.; Fujioka, H.; Arisawa, M.
  • Organizer: 8th Spanish-Portuguese-Japanese Organic Chemistry Symposium (8th SPJ-OCS)
  • Int'l Joint Research
• [Presentation] Chemoselective Transformations of Aromatic Methoxymethyl Ethers with Combination of Trialkylsilyl Trifrate and 2,2’-Bipyridyl (2018)
  • Author(s): Yanagihara, M.; Ohta, R.; Murai, K.; Arisawa, M.; Fujioka, H.
  • Organizer: IKCOC-14
  • Int'l Joint Research
• [Presentation] Selective Transformation of β‐Disubstituted Enones and Ynones in the Presence of β‐Monosubstituted Enones (2018)
  • Author(s): Wada, Y.; Fujii, Y.; Takehara, T.; Suzuki, T.; Murai, K.; Fujioka, H.; Arisawa, M.
  • Organizer: IKCOC-14
  • Int'l Joint Research
• [Presentation] Self-assembled Pd-nanoparticles Catalyzed Reactions (2018)
  • Author(s): Hirabayashi, S.; Xiao, M.; Akiyama, T.; Yamada, M.; Murai, K.; Fujioka, H.; Arisawa, M.
  • Organizer: IKCOC-14
  • Int'l Joint Research
• [Book] 天然有機分子の構築 (2018)
  • Author(s): 日本化学会、中川 昌子、有澤 光弘
  • Total Pages: 148
  • Publisher: 共立出版
  • ISBN: 9784320044678