Integration of reactive species-cooperative reaction system

• Project Area: Middle molecular strategy: Creation of higher bio-functional molecules by integrated synthesis.
• Project/Area Number: 15H05850
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Osaka Prefecture University
• Principal Investigator: FUKUYAMA Takahide 大阪府立大学, 理学(系)研究科(研究院), 准教授 (60332962)
• Co-Investigator(Kenkyū-buntansha): 植田 光洋 大阪府立大学, 理学(系)研究科(研究院), 講師 (60566298) ; 柳 日馨 大阪府立大学, 研究推進機構, 特認教授 (80210821)
• Project Period (FY): 2015-06-29 – 2020-03-31
• Project Status: Completed (Fiscal Year 2019)
• Budget Amount: ¥45,500,000 (Direct Cost: ¥35,000,000、Indirect Cost: ¥10,500,000); Fiscal Year 2019: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2018: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2017: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2016: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2015: ¥10,140,000 (Direct Cost: ¥7,800,000、Indirect Cost: ¥2,340,000)
• Keywords: 活性種共同系 / マイクロリアクター / フロー合成 / 混合触媒リアクター / 反応集積化 / フローリアクター / トラネキサム酸 / アセタール化 / フロー型反応 / 活性種協同系 / ブロモアリル化反応 / 光レドックス触媒 / Hantzschエステル / 還元的ラジカル付加反応 / 光リアクター / PCBM / スルホン酸修飾シリカゲル / プリスタン / 触媒混合リアクター / 光塩素化 / ラジカル環化反応 / photoredox触媒 / フリー型反応システム / 活性種共同型 / 中分子 / 酸修飾シリカゲル / 脱水反応 / 水素化反応 / アミノカルボニル化反応 / ジエン合成 / 活性種複合型反応 / 連続フロー系

Outline of Final Research Achievements

This study focused on the development of the integrated flow synthesis, in which plural reaction species act co-operatively. One flow synthesis of pristane was achieved by consecutive acid-catalyzed dehydration of allylic alcohols and Pd-catalyzed hydrogenation of alkenes. Single step synthesis of pristane and tranexamic acid were successfully carried out using the mixed column system, in which plural catalysts were packed in a one-column. A variety of reactions, such as, chlorination, radical reactions, photo-redox catalytic reactions, and so one, were effectively carried out using flow microreactors.

Academic Significance and Societal Importance of the Research Achievements

本研究ではフローマイクロリアクターを活用した活性種協同型反応プロセスの効率的集積化法を開拓し、生物活性物質や機能性物質創製に適用できる力量ある方法論として確立せんとするものであり、必然的にオリジナルな新方法論の開発を伴う。活性種協同型反応を集積化の観点から積極的にとらえ、種々の反応の集積化を実証しており、様々な生物活性化合物や機能性物質合成への波及効果が予想される。

Research Products

• [Int'l Joint Research] Sorbonne University(フランス)
• [Int'l Joint Research] Sorbonne University(フランス)
• [Int'l Joint Research] National Chiao Tung University(台湾)
• [Int'l Joint Research] University of Pavia(Italy)
• [Int'l Joint Research] ボルドー第１大学(フランス)
• [Int'l Joint Research] パヴィア大学(イタリア)
• [Journal Article] Synthesis of Aliphatic Amides through a Photoredox Catalyzed Radical Carbonylation Involving Organosilicates as Alkyl Radical, Precursors (2020)
  • Author(s): A, Cartier, E. Levernier, A-L. Dhimane, T. Fukuyama, C. Ollivier, I. Ryu, L. Fensterbank
  • Journal Title: Adv. Synth. Catal. Volume: - Issue: 11 Pages: 2254-2259
  • DOI: 10.1002/adsc.202000314
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Site-Selective C(sp3)-H Functionalization of Fluorinated Alkanes Driven by Polar Effects Using a Tungstate Photocatalyst (2019)
  • Author(s): Fukuyama Takahide、Nishikawa Tomohiro、Ryu Ilhyong
  • Journal Title: European Journal of Organic Chemistry Volume: 2020 Issue: 10 Pages: 1424-1428
  • DOI: 10.1002/ejoc.201901135
  • Peer Reviewed / Open Access
• [Journal Article] Controlled [3+2] and [2+2] Cycloadditions of 1,3-Bifunctional Allenes with C60 by Using a Flow Reaction System (2019)
  • Author(s): Ueda Mitsuhiro、Hayama Miho、Hashishita Hiroyuki、Munechika Aiko、Fukuyama Takahide
  • Journal Title: European Journal of Organic Chemistry Volume: 2019 Issue: 40 Pages: 6764-6769
  • DOI: 10.1002/ejoc.201901072
  • Peer Reviewed
• [Journal Article] Synthesis of 4,4-Difluoroalkenes by Coupling of α-Substituted α,α-Difluoromethyl Halides with Allyl Sulfones under Photoredox Catalyzed Conditions (2019)
  • Author(s): Uno Misae、Sumino Shuhei、Fukuyama Takahide、Matsuura Makoto、Kuroki Yoshichika、Kishikawa Yosuke、Ryu Ilhyong
  • Journal Title: The Journal of Organic Chemistry Volume: 84 Issue: 14 Pages: 9330-9338
  • DOI: 10.1021/acs.joc.9b00901
  • Peer Reviewed
• [Journal Article] Br-radical-mediated [3+2] Annulation: Synthesis of 2-Bromomethylsubstituted Alkenylcyclopentanes by the Reaction of Alkenylcyclopropanes with Allyl Bromides under Photo irradiation (2019)
  • Author(s): T. Fukuyama, T. Kippo, K. Hamaoka, I. Ryu,
  • Journal Title: Sci. China Chem Volume: 62 Issue: 11 Pages: 1525-1528
  • DOI: 10.1007/s11426-019-9595-0
  • Peer Reviewed
• [Journal Article] Kinetically Controlled Fischer Glycosidation under Flow Conditions: A New Method for Preparing Furanosides (2019)
  • Author(s): Fukase Koichi、Masui Seiji、Manabe Yoshiyuki、Hirao Kohtaro、Shimoyama Atsushi、Fukuyama Takahide、Ryu Ilhyong
  • Journal Title: Synlett Volume: 30 Issue: 04 Pages: 397-400
  • DOI: 10.1055/s-0037-1611643
  • Peer Reviewed / Open Access
• [Journal Article] Bromine-Radical-Mediated Site-Selective Allylation of C(sp3)-H Bonds (2019)
  • Author(s): Ueda Mitsuhiro、Maeda Ayami、Hamaoka Kanako、Sasano Mika、Fukuyama Takahide、Ryu Ilhyong
  • Journal Title: Synthesis Volume: 51 Issue: 05 Pages: 1171-1177
  • DOI: 10.1055/s-0037-1610413
  • Peer Reviewed / Open Access
• [Journal Article] Carbonylation of Alkyl Radicals Derived from Organosilicates through Visible-Light Photoredox Catalysis (2019)
  • Author(s): Cartier, A.; Levernier, E.; Corce, V.; Fukuyama, T.; Dhimane, A.-L.; Ollivier, C.; Ryu, I,; Fensterbank, L.
  • Journal Title: Angew. Chem. Int. Ed. Volume: 58 Issue: 6 Pages: 1789-1793
  • DOI: 10.1002/anie.201811858
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] Electron transfer-induced reduction of organic halides with amines (2018)
  • Author(s): Fukuyama, T.; Fujita, Y.; Miyoshi, H.; Ryu, I. Kao, S.-C.; Wu, Y.-K.
  • Journal Title: Chem. Commun. Volume: 54 Issue: 44 Pages: 5582-5585
  • DOI: 10.1039/c8cc02445f
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] Electron-Transfer-Induced Intramolecular Heck Carbonylation Reactions Leading to Benzolactones and Benzolactams (2018)
  • Author(s): Fukuyama, T.; Bando, T.; Ryu, I.
  • Journal Title: Synthesis Volume: 50 Issue: 15 Pages: 3015-3021
  • DOI: 10.1055/s-0037-1609964
  • Peer Reviewed / Open Access
• [Journal Article] Applications of Radical Carbonylation and Amine Addition Chemistry: 1,4-Hydrogen Transfer of 1-Hydroxylallyl Radicals (2018)
  • Author(s): Matsubara, H.; Kawamoto, T.; Fukuyama, T.; Ryu, I.
  • Journal Title: Acc. Chem. Res. Volume: 51 Issue: 9 Pages: 2023-2035
  • DOI: 10.1021/acs.accounts.8b00278
  • Peer Reviewed / Open Access
• [Journal Article] Synthesis of perinaphthenones through rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with alkynes (2018)
  • Author(s): Fukuyama, T.; Sugimori, T.; Ryu, I
  • Journal Title: Org. Biomol. Chem. Volume: 16 Issue: 41 Pages: 7583-7587
  • DOI: 10.1039/c8ob01453a
  • Peer Reviewed / Open Access
• [Journal Article] A Theoretical Study on Radical-Based Aminocarbonylation of Aryl Iodides (2018)
  • Author(s): Kawamoto, T.; Matsubara, H.; Fukuyama, T.; Ryu, I.
  • Journal Title: Chem. Lett. Volume: 47 Issue: 9 Pages: 1169-1171
  • DOI: 10.1246/cl.180599
  • NAID: 130007472138
  • Peer Reviewed / Open Access
• [Journal Article] Theoretical Calculations for the 1,4-Hydrogen Shift of 1-Hydroxyallyl Radicals Leading to α-Keto Radicals; Prediction of Facilitation by 1-Amino and 3-Tin Substituents (2018)
  • Author(s): Matsubara, H.; Kawamoto, T.; Fukuyama, T.; Ryu, I.
  • Journal Title: Chem. Lett. Volume: 47 Issue: 9 Pages: 1197-1199
  • DOI: 10.1246/cl.180522
  • NAID: 130007472130
  • Peer Reviewed / Open Access
• [Journal Article] Site-selectivity in TBADT-photocatalyzed C(sp3)-H Functionalization of Saturated Alcohols and Alkanes (2018)
  • Author(s): T. Fukuyama, K. Yamada, T. Nishikawa, D. Ravelli, M. Fagnoni, I. Ryu,
  • Journal Title: Chem. Lett. Volume: 47 Issue: 2 Pages: 207-209
  • DOI: 10.1246/cl.171068
  • NAID: 130006337776
  • Peer Reviewed
• [Journal Article] Site-Selective C-H Functionalization by Decatungstate Anion Photocatalysis: Synergistic Control by Polar and Steric Effects Expands the Reaction Scope (2018)
  • Author(s): D. Ravelli, M. Fagnoni, T. Fukuyama, T. Nishikawa, I. Ryu
  • Journal Title: ACS Catal Volume: 8 Issue: 1 Pages: 701-713
  • DOI: 10.1021/acscatal.7b03354
  • Peer Reviewed
• [Journal Article] Efficient Anionic Ring Opening Polymerization of Ethylene Oxide under Microfluidic Conditions (2017)
  • Author(s): A. Furuta, K. Okada, T. Fukuyama,
  • Journal Title: Bull. Chem. Soc. Jpn. Volume: 90 Issue: 7 Pages: 838-842
  • DOI: 10.1246/bcsj.20170073
  • NAID: 130005773701
  • Peer Reviewed
• [Journal Article] Ionic Liquids Are not Innocent in Pd Catalysis. C-H Arylation of Thiazolium and Imidazolium Ionic Liquids with Aryl Halides, (2017)
  • Author(s): T. Fukuyama, M. T. Rahman, H. Mashima, H. Takahashi, I. Ryu,
  • Journal Title: Org. Chem. Front. Volume: 4 Issue: 9 Pages: 1863-1866
  • DOI: 10.1039/c7qo00331e
  • Peer Reviewed
• [Journal Article] Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester (2017)
  • Author(s): S, Sumino, M. Uno, T. Fukuyama,, I. Ryu, M. Matsuura, A.Yamamoto, Y. Kishikawa,
  • Journal Title: J. Org. Chem. Volume: 82 Issue: 10 Pages: 5469-5474
  • DOI: 10.1021/acs.joc.7b00609
  • Peer Reviewed
• [Journal Article] Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of -Bromoalkyl Radicals (2017)
  • Author(s): Kippo, T.; Hamaoka, K.; Ueda, M.; Fukuyama, T.; Ryu. I.
  • Journal Title: Org. Lett. Volume: 19 Issue: 19 Pages: 5189-5200
  • DOI: 10.1021/acs.orglett.7b02471
  • Peer Reviewed
• [Journal Article] Photocatalyzed Site-Selective C(sp3)-H Functionalization of Alkylpyridines at Non-Benzylic Positions, (2017)
  • Author(s): T. Fukuyama,, T. Nishikawa, K. Yamada, D. Ravelli, M. Fagnoni, I. Ryu,
  • Journal Title: Org. Lett. Volume: 19 Issue: 23 Pages: 6436-6439
  • DOI: 10.1021/acs.orglett.7b03339
  • Peer Reviewed
• [Journal Article] Scalable Flow Synthesis of [6,6]-Phenyl-C61-Butyric Acid Methyl Ester (PCBM) using a Flow Photoreactor with a Sodium Lamp (2017)
  • Author(s): Ueda, M.; Imai, N.; Yoshida, S.; *Yasuda, H.; *Fukuyama, T.; Ryu, I.
  • Journal Title: Eur. J. Org. Chem. Volume: 2017 Issue: 44 Pages: 6483-6485
  • DOI: 10.1002/ejoc.201700745
  • Peer Reviewed
• [Journal Article] Formal Total Synthesis of l-Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System (2017)
  • Author(s): Inuki, S.; Sato, K.; Fukuyama, T.; Ryu, I.; Fujimoto, Y.
  • Journal Title: J. Org. Chem. Volume: 82 Issue: 2 Pages: 1248-1253
  • DOI: 10.1021/acs.joc.6b02531
  • Peer Reviewed
• [Journal Article] Flow Dehydration and Hydrogenation of Allylic Alcohols: Application to the Waste-Free Synthesis of Pristane (2017)
  • Author(s): Furuta, A.; Hirobe, Y.; Fukuyama, T.; Ryu, I.
  • Journal Title: Eur. J. Org. Chem. Volume: 2017 Issue: 10 Pages: 1365-1368
  • DOI: 10.1002/ejoc.201700072
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Efficient Flow Fischer Esterification of Carboxylic Acids with Alcohols Using Sulfonic Acid-Functionalized Silica as Supported Catalyst (2017)
  • Author(s): Furuta, A.; Fukuyama, T.; Ryu, I.
  • Journal Title: Bull. Chem. Soc. Jpn. Volume: 90 Issue: 5 Pages: 607-612
  • DOI: 10.1246/bcsj.20170025
  • NAID: 130006770707
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Versatile cross-dehydrogenative coupling of heteroaromatics and hydrogen donors via decatungstate photocatalysis (2017)
  • Author(s): Wuattrini, M. C.; Fujii, S.; Yamada, K.; Fukuyama, T.; Ravelli, D.; Fagnoni, M.; Ryu, I.
  • Journal Title: Chem. Commun. Volume: 53 Issue: 15 Pages: 2335-2338
  • DOI: 10.1039/c6cc09725a
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Flow Update for a Cossy Photocyclization (2016)
  • Author(s): Fukuyama, T.; Fujita, Y.; Rashid, M. A.; Ryu, I.
  • Journal Title: Org. Lett. Volume: 18 Issue: 20 Pages: 5444-5446
  • DOI: 10.1021/acs.orglett.6b02727
  • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
• [Journal Article] A greener process for flow C-H chlorination of cyclic alkanes using in situ generation and on-site consumption of chlorine gas (2016)
  • Author(s): Fukuyama, T.; Tokizane, M.; Matsui, A.; Ryu, I.
  • Journal Title: React. Chem. Eng. Volume: 1 Issue: 6 Pages: 613-615
  • DOI: 10.1039/c6re00159a
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Coupling-Reagent-Free Synthesis of Dipeptides and Tripeptides Using Amino Acid Ionic Liquids (2015)
  • Author(s): Furukawa, S.; Fukuyama, T.; Matsui, A.; Kuratsu, M.; Nakaya, R.; Ineyama, T.; Ueda, H.; Ryu, I.
  • Journal Title: Chem. Eur. J. Volume: 21 Issue: 34 Pages: 11980-11983
  • DOI: 10.1002/chem.201501783
  • Peer Reviewed
• [Journal Article] Photocatalytic One-Pot Synthesis of Homoallyl Ketones via a Norrish Type I Reaction of Cyclopentanones (2015)
  • Author(s): Okada,, M.; Yamada, K.; Fukuyama, T.; Ravelli, D.; Fagnoni, M.; Ryu, I.
  • Journal Title: J. Org. Chem. Volume: 80 Issue: 18 Pages: 9365-9369
  • DOI: 10.1021/acs.joc.5b01850
  • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
• [Journal Article] ynthesis of aromatic β-keto esters via a carbonylative Suzuki-Miyaura coupling reaction of α-iodo esters with arylboronic acids (2015)
  • Author(s): Sumino, S.; Ui. T.; Ryu, I.
  • Journal Title: Org. Chem. Front. Volume: 2 Issue: 9 Pages: 1085-1087
  • DOI: 10.1039/c5qo00185d
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Intramolecular Carbolithiation of 3-Lithioxy-5-alkenyllithiums as a Platform for Cyclopentanols and Cyclopentanones (2015)
  • Author(s): Ryu, I.; Yamamura, G.; Minakata, S.; Komatsu, M.; Kubo, H.; Ueda, M.
  • Journal Title: Synlett (Cluster) Volume: 26 Issue: 17 Pages: 2413-2417
  • DOI: 10.1055/s-0035-1560170
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Carbonylative Mizoroki-Heck Reaction of Alkyl Iodides with Arylalkenes Using a Pd/Photoirradiation System (2015)
  • Author(s): Shuhei, S.; Ui, T.; Hamada, Y.; Fukuyama, T.; Ryu, I.
  • Journal Title: Org. Lett. Volume: 17 Issue: 20 Pages: 4952-4955
  • DOI: 10.1021/acs.orglett.5b02302
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] cover Photoinduced Aminocarbonylation of Aryl Iodides (2015)
  • Author(s): Kawamoto, T.; Sato, A.; Ryu, I.
  • Journal Title: Chem. Eur. J. Volume: 21 Issue: 42 Pages: 14764-14767
  • DOI: 10.1002/chem.201503164
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Synthesis of Heterocycles via Radical Carbonylation (2015)
  • Author(s): Ryu, I.; Fukuyama, T.
  • Journal Title: Topics in Heterocyclic Chemistry Volume: 42 Pages: 101-120
  • Peer Reviewed
• [Presentation] 新規光反応開発とフローリアクターを用いた光反応の効率化 (2019)
  • Author(s): 福山高英
  • Organizer: 第５４回有機反応若手の会
  • Invited
• [Presentation] One-Flow Synthesis of Tranexamic Acid (2019)
  • Author(s): Tatsuya Kusaka, Takahide Fukuyama, Ilhyong Ryu
  • Organizer: 12th International Symposium on Integrated Synthesis (ISONIS-12)
  • Int'l Joint Research
• [Presentation] Catalytic Cyclization of Aromatic Carboxylic Acids and Catalytic Reactions in Flow (2018)
  • Author(s): Fukuyama, T.
  • Organizer: The 1st Hsinchu Workshop on Organic Chemistry
  • Int'l Joint Research / Invited
• [Presentation] Rhodium-Catalyzed Dehydrative Annulation of Biaryl Carboxylic Acids with Alkynes (2018)
  • Author(s): Fukuyama, T.; Sakate, T.; Ryu, I.
  • Organizer: The Fourth International Symposium on C-H Activation
  • Int'l Joint Research
• [Presentation] ペルオキソ二硫酸塩を用いた環状ケトンの位置選択的C-Hビニル化反応 (2018)
  • Author(s): 上川 和也・植田 光洋・福山 高英・柳 日馨
  • Organizer: 日本化学会第99春季年会
• [Presentation] 遷移金属触媒非存在下におけるビニルヨウ素化物のアミノカルボニル化反応 (2018)
  • Author(s): 板東 孝信・福山 高英・柳 日馨
  • Organizer: 日本化学会第99春季年会
• [Presentation] フロー系でのアルキンの光ラジカルブロモアリル化反応 (2018)
  • Author(s): 福山 高英・嶽肩 亜季・笠門 崇好・柳 日馨
  • Organizer: 日本化学会第99春季年会
• [Presentation] トラネキサム酸のワンフロー合成 (2018)
  • Author(s): 草加 達也・福山 高英・大平 雅之・柳 日馨
  • Organizer: 日本化学会第99春季年会
• [Presentation] TBADT光触媒存在下、ピリジルアルカンの電子欠損オレフィンによる位置選択的なC-Hアルキル化反応 (2017)
  • Author(s): 西川 智大・山田 圭一・福山 高英・柳 日馨
  • Organizer: 日本化学会第９７春季年会
  • Place of Presentation: 慶応大学日吉キャンパス、神奈川
  • Year and Date: 2017-03-16
• [Presentation] ロジウム触媒存在下、ビアリールカルボン酸とアルキンとの脱カルボニル化を伴った環化反応によるフェナントレン誘導体の合成 (2017)
  • Author(s): 福山 高英・坂手 拓哉・柳 日馨
  • Organizer: 日本化学会第９７春季年会
  • Place of Presentation: 慶応大学日吉キャンパス、神奈川
  • Year and Date: 2017-03-16
• [Presentation] ロジウム触媒存在下、アントラニル酸のアルキンへのカルボアミノ化によるキノリノン類合成 (2017)
  • Author(s): 福山 高英・古川 拓宙・柳 日馨
  • Organizer: 日本化学会第９７春季年会
  • Place of Presentation: 慶応大学日吉キャンパス、神奈川
  • Year and Date: 2017-03-16
• [Presentation] ロジウム触媒によるチオサリチル酸とアルキンからのチオクロメノン合成 (2017)
  • Author(s): 福山 高英・杉森 大樹・柳 日馨
  • Organizer: 日本化学会第９７春季年会
  • Place of Presentation: 慶応大学日吉キャンパス、神奈川
  • Year and Date: 2017-03-16
• [Presentation] Recent Advances for Heterogeneous Catalysis in Flow (2017)
  • Author(s): T. Fukuyama
  • Organizer: 17th Asia Pacific Confederation of Chemical Engineers Congress
  • Int'l Joint Research / Invited
• [Presentation] Efficient Flow Photoreactions Using Photo-Microreactor (2017)
  • Author(s): T. Fukuyama
  • Organizer: ISONIS-11&ISMMS-3
  • Int'l Joint Research / Invited
• [Presentation] 有機合成におけるフロー反応装置の利用 (2017)
  • Author(s): 福山高英
  • Organizer: 第２９回グリーンケミストリーフォーラム
  • Invited
• [Presentation] 有機合成におけるフロー反応装置の利用 (2017)
  • Author(s): 福山高英
  • Organizer: 化学工学会関西支部 マイクロプロセス最前線シリーズ-業界の変革と挑戦を促すための共有と交流の場-
  • Invited
• [Presentation] Rhodium-Catalyzed Intermolecular Reaction of Biarylcarboxylic Acids with Alkynes (2016)
  • Author(s): Fukuyama, T.; Sakate, T.; Ryu, I.
  • Organizer: The 10th International Symposium on Integrated Synthesis
  • Place of Presentation: Awaji Yumebutai International Conference Center
  • Year and Date: 2016-11-18
  • Int'l Joint Research
• [Presentation] Synthesis of Perinaphthenones through Rhodium-Catalyzed Reaction of 1-Naphthoic Acids with Alkynes (2016)
  • Author(s): Fukuyama, T.; Sugimori, T.; Ryu, I.
  • Organizer: The 10th International Symposium on Integrated Synthesis
  • Place of Presentation: Awaji Yumebutai International Conference Center
  • Year and Date: 2016-11-18
  • Int'l Joint Research
• [Presentation] Tetrabutylammonium Decatungstate Photocatalyzed C-H Arylation of Cycloalkanes (2016)
  • Author(s): Fujii, S.; Yamada, K.; Fukuyama, T.; Ryu, I.; Ravelli, D.; Fagnoni, M.
  • Organizer: 12th International Symposium on Organic Free Radicals
  • Place of Presentation: Shanghai Institute of Organic Chemistry, Shanghai, China
  • Year and Date: 2016-10-09
  • Int'l Joint Research
• [Presentation] Flow Synthesis of Pristane Using Packed Bed Reactors (2016)
  • Author(s): Fukuyama, T.
  • Organizer: The 12th International Symposium on Organic Reactions
  • Place of Presentation: Kyoto Terrasa, Kyoto
  • Year and Date: 2016-04-22
  • Int'l Joint Research / Invited
• [Presentation] フロー系による一酸化炭素の高効率導入法 (2016)
  • Author(s): 福山高英
  • Organizer: 日本化学会第９６春季年会 特別企画講演「反応集積化による生体機能中分子の効率合成」
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
  • Invited
• [Presentation] RuHCl(CO)(PPh3)3触媒を用いたエノンとアルデヒドとのカップリング反応の反応機構 (2016)
  • Author(s): 桒原 崇・福山 高英・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] パラジウム／光系によるアルキルヨウ素化物とビニル及びアリルスルホニル化合物とのカップリング反応 (2016)
  • Author(s): 隅野 修平・福山 高英・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] スルホン酸修飾シリカゲルを用いたフローエステル化反応 (2016)
  • Author(s): 古田 章宏・福山 高英・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] パックドベッドリアクターを用いたポリエンのフロー水素化反応 (2016)
  • Author(s): 広部 勇輝・福山 高英・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] アミノ酸のナトリウム塩を用いた直接的ジペプチド合成 (2016)
  • Author(s): 福山 高英・倉津 麻衣・古川 真也・稲山 隆・ 柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] H2IrCl6触媒によるアルカンの水素化分解反応 (2016)
  • Author(s): 金子 将也・福山 高英・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] イリジウム触媒によるアルキル塩素化合物の還元的脱塩素化反応 (2016)
  • Author(s): 福山 高英・浜田 由希・柳 日馨
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] Synthesis of Polycyclic Compounds through Rhodium-Catalyzed Cyclization of Aromatic Carboxylic Acids (2016)
  • Author(s): Fukuyama, T.
  • Organizer: 3rd International Symposium of NTUT, NTNU and OPU on Chemistry
  • Place of Presentation: I-Site Namba, Osaka
  • Int'l Joint Research / Invited
• [Presentation] 光レドックス触媒によるジフルオロハロメチル化合物の不飽和炭化水素類への還元的付加反応 (2016)
  • Author(s): 隅野 修平・宇野 美沙恵・福山 高英・柳 日馨・松浦 誠・山本 明典・岸川 洋介
  • Organizer: フルオラス科学研究会第９回シンポジウム
  • Place of Presentation: 名古屋大学ベンチャービジネスラボラトリー、愛知
• [Presentation] Green approach to the synthesis of polycyclic compounds through rhodium-catalyzed cyclization of aromatic carboxylic acids (2015)
  • Author(s): Takahide Fukuyama
  • Organizer: Pacifichem 2015
  • Place of Presentation: Hilton Hawaiian Village, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Dehydration of alcohols in a flow system using acid-functionalized silica gel: Application to the synthesis of pristane (2015)
  • Author(s): Yuki Hirobe, Akihiro Furuta, Takahide Fukuyama, Ilhyong Ryu, Yoshiyuki Manabe, Fukase Koichi
  • Organizer: pacifichem 2015
  • Place of Presentation: Hawaii Convention Center, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Palladium Catalyzed Radical Vinylation of Alkyl Iodides under Photoirradiation Conditions (2015)
  • Author(s): Shuhei Sumino, Ilhyong Ryu
  • Organizer: pacifichem 2015
  • Place of Presentation: Hawaii Convention Center, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Photocatalyzed site-selective C-H/C-C conversion of functionalized alkanes (2015)
  • Author(s): Keiichi Yamada, Megumi Okada, Takahide Fukuyama, Davide Ravelli, Maurizio Fagnoni, Ilhyong Ryu
  • Organizer: pacifichem 2015
  • Place of Presentation: Hawaii Convention Center, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Photoinduced metal-free aminocarbonylation of aryl iodides (2015)
  • Author(s): Aoi Sato, Takuji Kawamoto, Ilhyong Ryu
  • Organizer: pacifichem 2015
  • Place of Presentation: Hawaii Convention Center, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Four-component radical coupling reaction using CO and sulfonyl oxime ethers (2015)
  • Author(s): Mika Sasano, Shuhei Sumino, Takahide Fukuyama, Ilhyong Ryu, Antoine Jacquet, Frederic Robert, Yannick Landais
  • Organizer: pacifichem 2015
  • Place of Presentation: Hawaii Convention Center, Honolulu, USA
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Carbonylative Mizoroki-Heck Reaction of Alkyl Iodides under Pd/Photoirradiation System (2015)
  • Author(s): Shuhei Sumino, Yuki Hamada, Takahito Ui, Takahide Fukuyama, Ilhyong Ryu
  • Organizer: IKCOC-13
  • Place of Presentation: Rihga Royal Hotel KYOTO, Kyoto, Japan
  • Year and Date: 2015-11-09
  • Int'l Joint Research
• [Presentation] Coupling Reagent-Free Synthesis of Dipeptides with Phosphonium based Amino Acid Ionic Liquids (2015)
  • Author(s): Takahide Fukuyama, Akihiro Matsui, Mai Kuratsu, Shinya Furukawa, Takashi Ineyama, Ilhyong Ryu
  • Organizer: IKCOC-13
  • Place of Presentation: Rihga Royal Hotel KYOTO, Kyoto, Japan
  • Year and Date: 2015-11-09
  • Int'l Joint Research
• [Remarks] http://www.c.s.osakafu-u.ac.jp/~ryu/