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Asymmetric synthesis of helicenes by selective cycloaddition reactions of benzynes

Research Project

Project/Area Number 25460018
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionOsaka University

Principal Investigator

IKAWA TAKASHI  大阪大学, 薬学研究科(研究院), 助教 (20453061)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywordsベンザイン / ヘリセン / ノナフラート / 多環式芳香族化合物 / 連続反応 / フラン / 環化付加反応 / らせん / アライン / シリル基 / 不斉合成 / 位置選択性 / ベンズジイン等価体
Outline of Final Research Achievements

Many scientists are now interested in helicenes, which is multiply fused benzenes at ortho positions, and they are working on various advanced researches using helicenes. However, it is still challenging to synthesize functionalized helicenes in short steps. In this research, the development of novel synthesis of helicenes using benzynes has been achieved. Additionally, novel helical molecules were successfully synthesized through new reaction using fused benzynes.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (64 results)

All 2016 2015 2014 2013 Other

All Journal Article (14 results) (of which Peer Reviewed: 14 results,  Open Access: 1 results,  Acknowledgement Compliant: 6 results) Presentation (47 results) (of which Int'l Joint Research: 4 results,  Invited: 8 results) Book (1 results) Remarks (2 results)

  • [Journal Article] 1,3- and 1,4-Benzdiyne Equivalents for Regioselective Synthesis of Polycyclic Heterocycles2016

    • Author(s)
      Ikawa, T.; Masuda, S.; Takagi, A.; Akai, S.
    • Journal Title

      Chemical Science

      Volume: 7 Issue: 8 Pages: 1-1

    • DOI

      10.1039/c6sc00798h

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Spatial effects of oxovanadium-immobilized mesoporous silica on racemization of alcohols and application in lipase-catalyzed dynamic kinetic resolution2016

    • Author(s)
      Koji Sugiyama, Yasuhiro Oki, Shinji Kawanishi, Katsuya Kato, Takashi Ikawa, Masahiro Egi and Shuji Akai
    • Journal Title

      Catalysis Science & Technology

      Volume: 24 Issue: 13 Pages: 5023-5030

    • DOI

      10.1039/c6cy00257a

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Diversity Oriented Synthesis of Allocolchicinoids with Fluoro and/or Oxygen Substituent(s) on the C-Ring from a Single Common Intermediate2016

    • Author(s)
      Takubo, Keita; Furutsu, Kazunori; Ide, Takafumi; Nemoto, Hiroyuki; Ueda, Yuko; Tsujikawa, Kazutake; Ikawa, Takashi; Yoshimitsu, Takehiko; Akai, Shuji
    • Journal Title

      Eur. J. Org. Chem.

      Volume: - Issue: 8 Pages: 1562-2756

    • DOI

      10.1002/ejoc.201501624

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 2-[(Neopentyl glycolato)boryl]phenyl Triflates and Halides for Fluoride-Ion-Mediated Generation of Functionalized Benzynes2015

    • Author(s)
      Ikawa, Takashi; Yamamoto, Rika; Takagi, Akira; Ito, Toyohiro; Shimizu, Kazunori; Goto, Masahiko; Hamashima, Yoshitaka; Akai, Shuji
    • Journal Title

      Adv. Synth. Cat.

      Volume: 357 Issue: 10 Pages: 2287-2300

    • DOI

      10.1002/adsc.201500315

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Development of a Highly Efficient Single-Mode Microwave Applicator with a Resonant Cavity and its Application to Continuous Flow Syntheses2015

    • Author(s)
      Yokozawa, Saori; Ohneda, Noriyuki; Muramatsu, Ken; Okamoto, Tadashi; Odajima, Hiromichi; Ikawa, Takashi; Sugiyama, Jun-ichi; Fujita, Masashi; Sawairi, Taira; Egami, Hiromichi; Hamashima, Yoshitaka; Egi, Masahiro; Akai, Shuji
    • Journal Title

      RSC Adv.

      Volume: 5 Issue: 14 Pages: 10204-10210

    • DOI

      10.1039/c4ra12428f

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Trifluoromethanesulfonyloxy-Group-Directed Regioselective (3+2) Cycloadditions of Benzynes for the Synthesis of Functio alized Benzo-fused Heterocycles2015

    • Author(s)
      Ikawa, Takashi; Kaneko, Hideki; Masuda, Shigeaki; Ishitsubo, Erika; Tokiwa, Hiroaki; Akai, Shuji
    • Journal Title

      Org. Biomol. Chem.

      Volume: 5 Issue: 2 Pages: 526-529

    • DOI

      10.1039/c4ob01627k

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Efficient Synthesis of Multisubstituted Aromatic Compounds from Phenol Derivatives2014

    • Author(s)
      Ikawa, Takashi
    • Journal Title

      YAKUGAKU ZASSHI

      Volume: 134 Issue: 12 Pages: 1309-1317

    • DOI

      10.1248/yakushi.14-00192

    • NAID

      130004712983

    • ISSN
      0031-6903, 1347-5231
    • Year and Date
      2014-12-01
    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Concise Synthesis of Multisubstituted Isoquinolines from Pyridines by Regioselective Diels–Alder Reactions of 2-Silyl-3,4-Pyridynes2014

    • Author(s)
      Takashi Ikawa, Hirohito Urata, Yutaka Fukumoto, Yuta Sumii, Tsuyoshi Nishiyama, Shuji Akai
    • Journal Title

      Chem. Eur. J.

      Volume: 20 Issue: 49 Pages: 16228-16232

    • DOI

      10.1002/chem.201404633

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Fluorinated Aromatic Compounds by One-pot Benzyne Generation/Nucleophilic Fluorinatione2013

    • Author(s)
      T. Ikawa, S. Masuda, T. Nishiyama, A. Takagi, S. Akai
    • Journal Title

      Aust. J. Chem.

      Volume: 67 Issue: 3 Pages: 475-480

    • DOI

      10.1071/ch13548

    • Related Report
      2014 Research-status Report 2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] ortho-Selective nucleophilic addition of amines to 3-borylbenzynes: Synthesis of multisubstituted anilines by triple role of boryl group2013

    • Author(s)
      Takagi, Akira; Ikawa, Takashi; Saito, Kozumo; Masuda, Shigeaki; Ito, Toyohiro; Akai, Shuji
    • Journal Title

      Org. Biomol. Chem.

      Volume: 11 Issue: 46 Pages: 8145-8150

    • DOI

      10.1039/c3ob41787e

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dress-Up Chiral Columns for the Enantioseparation of Amino Acids Based on Fluorous Separation2013

    • Author(s)
      Todoroki, Kenichiro; Ishii, Yasuhiro; Toyoda, Koji; Ikawa, Takashi; Min, Jun Zhe; Inoue, Koichi; Akai, Shuji; Toyo’oka, Toshimasa
    • Journal Title

      Anal. Bioanal. Chem.

      Volume: - Issue: 25 Pages: 8121-8129

    • DOI

      10.1007/s00216-013-7207-4

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Regiocomplementary Cycloaddition Reactions of Boryl- and Silylbenzynes with 1, 3-Dipoles : Selective Synthesis of Benzo-Fused Azole Derivatives2013

    • Author(s)
      Akira Takagi, Takashi Ikawa, Alcira Takagi, Masahiko Goto, Yuya Aoyama, Yoshinobu Ishikawa, Yuji Itoh, Hiroaki Tokiwa, and Shuji Akai
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 78 Issue: 7 Pages: 2965-2983

    • DOI

      10.1021/jo302802b

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Generation of 3-Borylbenzynes, Their Regioselective Diels-Alder Reactions, and Theoretical Analysis2013

    • Author(s)
      Takashi Ikawa, Akira Takagi, Yurio Kurita, Kozumo Saito, Kenji Azechi, Masahiro Egi, Yuji Itoh, Hiroaki Tkiwa, Yasuyuki Kita, and Shuji Akai
    • Journal Title

      Tetrahedron

      Volume: 69 Issue: 21 Pages: 4338-4352

    • DOI

      10.1016/j.tet.2013.03.016

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Discovery of Aromatic Components with Excellent Fragrance Properties and Biological Activities: β-Ionols with Antimelanogenetic Effects and Their Asymmetric Syntheses2013

    • Author(s)
      Komaki Ryoichi, Ikawa Takashi, Saito Kozumo, Hattori Kazuyo, Ishikawa Natsuyo, Fukawa Hidemichi, Egi Masahiro, Akai Shuji
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 61 Issue: 3 Pages: 310-314

    • DOI

      10.1248/cpb.c12-00916

    • NAID

      130003360738

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] ベンザインを実験化学と理論化学の両面から斬る!2016

    • Author(s)
      井川貴詞
    • Organizer
      第36回有機合成若手セミナー 明日の有機合成を担う人のために
    • Place of Presentation
      京都薬科大
    • Year and Date
      2016-08-09
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] 1,3-Benzdiyne equivalent bearing traceless directing groups for regioselective synthesis of polycyclic angular heterocycles2016

    • Author(s)
      Ikawa, Takashi; Masuda, Shigeaki, Takagi, Akira; Akai, Shuji
    • Organizer
      The 7th Heron Island Conference on Reactive Intermediates and Unusual Molecules: Synthesis and Mechanism (Heron 7)
    • Place of Presentation
      Australia
    • Year and Date
      2016-07-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] TRIFLUOROMETHANESULFONYLOXY-GROUP-DIRECTED REGIOSELECTIVE REACTIONS OF BENZYNES FOR THE SYNTHESIS OF BENZO-FUSED HETEROCYCLES2016

    • Author(s)
      2.Takashi Ikawa, Hideki Kaneko, Shigeaki Masuda, Shuji Akai
    • Organizer
      French-Japanese Symposium on Medicinal and Fine Chemistry (FJS 2016)
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      2016-05-16
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 多環式ベンザインの環化付加反応による新規ヘリセン様分子の合成2016

    • Author(s)
      井川貴詞、福元 豊、村上智成、高木 晃、青山 浩、山本雄大、常盤広明、赤井周司
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] フェニルノナフラートを前駆体とするベンザインの発生とシリルアミノ化反応2016

    • Author(s)
      増田茂樹、井川貴詞、赤井周司
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] 置換ベンザインと非対称な環状ウレアとの二重位置制御反応:ベンゾジアゼピンの合成2016

    • Author(s)
      金子英樹、井川貴詞、赤井周司
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] 2-ボリルフェニルノナフラート前駆体とするベンザイン発生法の開発2016

    • Author(s)
      高木 晃、井川貴詞、山本梨加、赤井周司
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] 顕わに溶媒分子を考慮した溶媒効果に基づく環状付加環化反応の理論的研究2016

    • Author(s)
      山本雄大, 松尾直也, 高木 晃, 井川貴詞, 赤井周司, 常盤広明
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] ベンズジイン等価体の連続環化付加反応による縮合ヘテロ環化合物合成2016

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      第19回生理活性をあまり意図しない自由な天然物合成勉強会
    • Place of Presentation
      東京
    • Year and Date
      2016-03-06
    • Related Report
      2015 Annual Research Report
  • [Presentation] TfO-directed (3+2) cycloadditions of benzynes for the regioselective synthesis of functionalized benzo-fused heterocycles2015

    • Author(s)
      Takashi Ikawa, Hideki Kaneko, Shigeaki Masuda, Shuji Akai
    • Organizer
      PacifiChem2015
    • Place of Presentation
      Hawaii, Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ベンザインの立体選択的付加環化反応による2,3-二置換インドリン合成2015

    • Author(s)
      井川貴詞,角居雄太、高木 晃、赤井周司
    • Organizer
      第45回複素環化学討論会
    • Place of Presentation
      早稲田大
    • Year and Date
      2015-11-19
    • Related Report
      2015 Annual Research Report
  • [Presentation] 計算化学を用いるベンザイン多成分連結反応の位置選択性発現機構解析2015

    • Author(s)
      高木 晃、井川貴詞,清水和則、常盤広明、赤井周司
    • Organizer
      日本薬学会近畿支部総会・大会
    • Place of Presentation
      大阪大谷大
    • Year and Date
      2015-10-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボリルベンザインの位置選択的三成分連結反応2015

    • Author(s)
      清水和則、高木 晃、後藤雅彦、常盤広明、赤井周司
    • Organizer
      日本薬学会近畿支部総会・大会
    • Place of Presentation
      大阪大谷大
    • Year and Date
      2015-10-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] ベンザインの連続環化付加反応による新規らせん状分子の合成2015

    • Author(s)
      福元 豊、村上智成、高木 晃、青山 浩、常盤広明、赤井周司
    • Organizer
      日本薬学会近畿支部総会・大会
    • Place of Presentation
      大阪大谷大
    • Year and Date
      2015-10-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] ベンザインの立体選択的付加環化反応による多置換インドリン骨格構築法の開発2015

    • Author(s)
      角居雄太、高木 晃、赤井周司
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      船堀
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボリル基を用いるベンザインの多成分位置制御連結反応及びその計算化学的解析2015

    • Author(s)
      井川貴詞、清水和則、高木 晃、後藤雅彦、常盤広明、赤井周司
    • Organizer
      反応と合成の進歩シンポジウム
    • Place of Presentation
      大阪
    • Year and Date
      2015-10-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] 天然物合成を志向するインドリン骨格の位置及び立体選択的構築法の開発2015

    • Author(s)
      井川貴詞、角居雄太、高木 晃、赤井周司
    • Organizer
      第18回生理活性をあまり意図しない自由な天然物合成勉強会
    • Place of Presentation
      大阪
    • Year and Date
      2015-10-03
    • Related Report
      2015 Annual Research Report
  • [Presentation] ベンザイン反応の自在制御を目指して!2015

    • Author(s)
      井川貴詞
    • Organizer
      第一回近畿薬学シンポジウム:化学系の若い力
    • Place of Presentation
      京大
    • Year and Date
      2015-06-27
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] ベンザイン反応の自在制御を目指して!2015

    • Author(s)
      井川貴詞
    • Organizer
      第一回近畿薬学シンポジウム:化学系の若い力
    • Place of Presentation
      京都大学薬学部記念講堂
    • Year and Date
      2015-06-27
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Trifluoromethanesulfonyloxy-group-directed regioselective (3+2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles2015

    • Author(s)
      Hideki Kaneko, Shigeaki Masuda, Erika Ishitsubo, Hiroaki Tokiwa, Shuji Akai
    • Organizer
      8th SKO symposium
    • Place of Presentation
      South Korea, Japan
    • Year and Date
      2015-06-14
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] トリフリルオキシ基を用いるベンザイン反応の位置制御2015

    • Author(s)
      金子英樹,増田茂明,赤井周司
    • Organizer
      第13回次世代を担う有機化学シンポジウム
    • Place of Presentation
      滋賀
    • Year and Date
      2015-05-22
    • Related Report
      2015 Annual Research Report 2014 Research-status Report
  • [Presentation] 3-シリルベンザインのより簡便な調製法の開発2015

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] ベンザインを用いる位置及び立体選択的な多置換インドリン骨格構築法の開発2015

    • Author(s)
      井川貴詞、角居雄太、高木 晃、赤井周司
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] オルト位に脱離基を有するフェニルボロン酸誘導体からのベンザイン発生2015

    • Author(s)
      井川貴詞、山本梨加、清水和則、高木 晃、伊藤豊浩、後藤雅彦、赤井周司
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] 多置換複素環合成を志向したベンザイン(3+2)環化付加反応の位置制御法2014

    • Author(s)
      井川貴詞,金子英樹、増田茂明,赤井周司
    • Organizer
      第40回反応と合成の進歩シンポジウム
    • Place of Presentation
      東北
    • Year and Date
      2014-11-10 – 2014-11-11
    • Related Report
      2014 Research-status Report
  • [Presentation] 計算科学的手法を用いるベンザイン反応の位置選択性発現機構解析―ベンザイン反応の位置選択性をコンピュータで読み解く―2014

    • Author(s)
      井川貴詞、石坪江梨香、常盤広明、高木 晃、赤井周司
    • Organizer
      第64回日本薬学会近畿支部総会・大会
    • Place of Presentation
      京都薬科大学
    • Year and Date
      2014-10-11
    • Related Report
      2014 Research-status Report
  • [Presentation] 新規ベンズジイン等価体を活用する縮合複素環化合物の短工程合成2014

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      第44回複素環化学討論会
    • Place of Presentation
      札幌
    • Year and Date
      2014-09-10 – 2014-09-12
    • Related Report
      2014 Research-status Report
  • [Presentation] Challenges in Controlling Regioselectivities of Benzyne Reactions2014

    • Author(s)
      Takashi Ikawa
    • Organizer
      UCLA Special Organic Seminar
    • Place of Presentation
      UCLA
    • Year and Date
      2014-08-18
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Silicon Directed Diels-Alder Reactions of 3,4-Pyridynes for the Synthesis of Multiubstituted Isoquinolines2014

    • Author(s)
      Takashi Ikawa, Hirohito Urata, Yutaka Fukumoto, Tsuyoshi Nishiyama, Shuji Akai
    • Organizer
      248th ACS National meeting, San Francisco
    • Place of Presentation
      USA
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis of Aryl Fluorides through One-pot Nucleophilic Benzyne Fluorination2014

    • Author(s)
      Takashi Ikawa, Shigeaki Masuda, Tsuyoshi Nishiyama, Akira Takagi, Shuji Akai
    • Organizer
      248th ACS National meeting, San Francisco
    • Place of Presentation
      USA
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
  • [Presentation] アザベンザインの位置選択的Diels-Alder反応によるイソキノリン骨格構築法2014

    • Author(s)
      川貴詞、福元 豊、角居雄太、浦田博一、西山剛史、赤井周司
    • Organizer
      第34回有機合成若手セミナー「明日の有機合成を担う人のために」
    • Place of Presentation
      大阪大学豊中キャンパス
    • Year and Date
      2014-08-05
    • Related Report
      2014 Research-status Report
  • [Presentation] ベンズジイン等価体を用いる含フッ素多置換芳香族化合物合成法の開発2014

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      第12回次世代を担う有機化学シンポジウム
    • Place of Presentation
      渋谷
    • Year and Date
      2014-05-23 – 2014-05-24
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis of aryl fluorides through one-pot benzyne generation/nucleophilic fluorination2014

    • Author(s)
      Ikawa, Takashi; Masuda, Shigeaki; Hamashima, Yoshitaka; Akai, Shuji
    • Organizer
      The 248th ACS National Meeting & Exposition
    • Place of Presentation
      San Francisco, The United States
    • Related Report
      2013 Research-status Report
  • [Presentation] Silicon Directed Diels–Alder Reactions of 3,4-Pyridynes for the Synthesis of Multiubstituted Isoquinolines2014

    • Author(s)
      Ikawa, Takashi; Urata, Hirohito; Fukumoto, Yutaka; Nishiyama, Tsuyoshi; Akai, Shuji
    • Organizer
      The 248th ACS National Meeting & Exposition
    • Place of Presentation
      San Francisco, The United States
    • Related Report
      2013 Research-status Report
  • [Presentation] ベンズジイン等価体を用いる含フッ素多置換芳香族化合物の効率的合成法の開発2014

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      第12回次世代を担う有機化学シンポジウム
    • Place of Presentation
      永井記念ホール(東京)
    • Related Report
      2013 Research-status Report
  • [Presentation] マイクロフローリアクターを利用するベンザインの効率的フッ素化法の開発2014

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本
    • Related Report
      2013 Research-status Report
  • [Presentation] トリフリルオキシ基を配向基とするベンザイン反応の位置制御2014

    • Author(s)
      井川貴詞、金子英樹、増田茂明、赤井周司
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本
    • Related Report
      2013 Research-status Report
  • [Presentation] Control of regioselectivity in Benzyne reaction (Temporary Title)2014

    • Author(s)
      Takashi Ikawa
    • Organizer
      A seminar at University California, Los Angeles
    • Place of Presentation
      Los Angeles, The United States
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Nucleophilic Fluorination to Benzynes Generated from 2-(trimethylsilyl)phenols Using Nonafluorobutanesulfonyl Fluoride2013

    • Author(s)
      Ikawa, Takashi; Masuda, Sshigeaki; Hamashima, Yoshitaka; Akai, Shuji
    • Organizer
      The 8th International Symposium on Intetegratid Synthesis
    • Place of Presentation
      Nara, Japan
    • Related Report
      2013 Research-status Report
  • [Presentation] Benzdiyne等価体を用いる芳香環への連続的官能基導入法の開発2013

    • Author(s)
      井川貴詞、増田茂明、濱島義隆、赤井周司
    • Organizer
      第104回有機合成シンポジウム
    • Place of Presentation
      早稲田大学(東京)
    • Related Report
      2013 Research-status Report
  • [Presentation] ホウ素官能基を利用するベンザインへのアミン類のオルト選択的求核付加反応: 多置換アニリン類の位置制御合成2013

    • Author(s)
      井川貴詞,高木 晃,斎藤こずも,赤井周司
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      九州大学(福岡)
    • Related Report
      2013 Research-status Report
  • [Presentation] シリルピリダインを用いる多置換イソキノリン骨格の位置選択的構築法の開発2013

    • Author(s)
      井川 貴詞、浦田 博一、西山 剛史、赤井 周司
    • Organizer
      第43回複素環化学討論会
    • Place of Presentation
      岐阜
    • Related Report
      2013 Research-status Report
  • [Presentation] ベンザインの連続的発生法の開発と多環式フッ素化合物の集積化合成2013

    • Author(s)
      井川貴詞、増田茂明、赤井周司
    • Organizer
      反応集積化学第3回若手合宿
    • Place of Presentation
      鳥取
    • Related Report
      2013 Research-status Report
  • [Presentation] Regioselective [4+2] Cycloaddition of 2-Substituted 3,4-Pyridynes: New Synthesis of Substituted Isoquinolines2013

    • Author(s)
      Ikawa, Takashi; Urata, Hirohito; Nishiyama, Tsuyoshi; Akai, Shuji
    • Organizer
      The 23rd French Japanese Symposium on Medicinal and Fine Chemistry
    • Place of Presentation
      Nagasaki, Japan
    • Related Report
      2013 Research-status Report
  • [Presentation] トリフルオロメタンスルホニルオキシ基によるベンザインの反応位置制御法の開発2013

    • Author(s)
      井川貴詞、金子英樹、増田茂明、赤井周司
    • Organizer
      第63回日本薬学会近畿支部総会・大会
    • Place of Presentation
      同志社女子大学(京都)
    • Related Report
      2013 Research-status Report
  • [Presentation] フェノール類から多置換芳香族化合物の効率的合成(奨励賞受賞講演)2013

    • Author(s)
      井川貴詞
    • Organizer
      第59回日本薬学会東海支部総会・大会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Experimental and Theoretical Studies on Regioselective Cycloadditions of Benzynes Using Boryl and Silyl Groups as Directing Groups2013

    • Author(s)
      Ikawa, Takashi; Takagi, Akira; Takayanagi, Sho-ichi, Tokiwa, Hiroaki; Akai, Shuji
    • Organizer
      6th Heron Island Conference on Reactive Intermediates and Unusual Molecules
    • Place of Presentation
      Heron, Australia
    • Related Report
      2013 Research-status Report
    • Invited
  • [Book] 薬事日報2015

    • Author(s)
      井川貴詞、赤井周司
    • Total Pages
      1
    • Publisher
      薬事日報社
    • Related Report
      2015 Annual Research Report
  • [Remarks] 『ホウ素』と『ケイ素』の管制塔が反応を制御する!

    • URL

      http://www.phs.osaka-u.ac.jp/homepage/b002/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 研究成果リスト

    • URL

      http://www.phs.osaka-u.ac.jp/homepage/b002/

    • Related Report
      2015 Annual Research Report

URL: 

Published: 2014-07-25   Modified: 2019-07-29  

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