Organization
School of Life Science and Technology Associate Professor
Title
Associate Professor
External link
HATA TAKESHI
Degree
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Doctor (Engineering) ( Kyoto University )
Research Interests
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有機化学、有機合成化学、有機金属化学
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有機合成化学
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有機金属化学
Research Areas
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Nanotechnology/Materials / Synthetic organic chemistry
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Life Science / Pharmaceutical chemistry and drug development sciences
Education
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京都大学大学院 工学研究科 材料化学専攻
1998.10 - 2000.3
Country： Japan
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Kyoto University Graduate School, Division of Engineering
- 2000
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東京工業大学大学院 総合理工学研究科 化学環境工学専攻
1995.4 - 1998.9
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Tokyo Institute of Technology School of Bioscience and Biotechnology
1991.4 - 1995.3
Research History
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Institute of Science Tokyo Associate Professor
2024.10
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科学技術振興機構 さきがけ研究者「分子技術と新機能創出」領域
2014.10 - 2018.3
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Tokyo Institute of Technology Graduate School of Bioscience and Biotechnology Associate Professor
2013.3 - 2024.9
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Tokyo Institute of Technology Graduate School of Bioscience and Biotechnology
2005.8 - 2013.2
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三菱ウェルファーマ（株） 創薬研究所 研究員（2005年より副主任研究員）
2000.4 - 2005.7
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日本学術振興会特別研究員 DC1
1997.4 - 2000.3
Professional Memberships
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THE SOCIETY OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN
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THE CHEMICAL SOCIETY OF JAPAN
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KINKI CHEMICAL SOCIETY, JAPAN
Papers
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Iron/NHC‐Catalyzed Regio‐ and Stereoselective 1,6‐Additions of Aliphatic Grignard Reagents to α,β,γ,δ‐Unsaturated Carbonyl Compounds: Asymmetric Variants with Chiral NHCs Invited Reviewed International coauthorship International journal
Kazuma Abe, Koki Nishi, Hirokazu Ito, Shoma Kobayashi, Shumpei Saito, Takeshi Hata
Angewandte Chemie 2025.12
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Facile Synthesis of 5‐Halo‐1,2,3‐Triazole‐Fused Benzotricyclic Frameworks from 1‐(ω‐Azidoalkyl)‐2‐(2,2‐Dihalovinyl)Arenes and their Application in Fluorescent Triazole Derivatives Invited Reviewed International coauthorship International journal
Seiya Kikukawa, Miki Ebihara, Kazuki Kobayashi, Nozomi Kasakura, Takashi Kanamori, Tadaomi Furuta, Ai Kohata, Nobuaki Funahashi, Shota Matsumoto, Satoru Karasawa, Kazushi Kinbara, Naohiko Koshikawa, Hideya Yuasa, Takeshi Hata
European Journal of Organic Chemistry e202500355 2025.7
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Facile coating of low-molecular-weight stretchable adhesive films leveraging carbodiimide-to-urea conversion and gallic acid for enhanced adhesion Invited Reviewed International coauthorship International journal
Daiki Sekita, Hajime Fujita, Yosuke Mizuno, Tatsuhiro Horii, Takeshi Hata, Toshinori Fujie
Materials Advances 2025.1
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Copper‐Catalyzed Reductive Coupling of Nitroalkanes with Aliphatic Grignard/Cerium and Organozinc Reagents for Synthesis of Functionalized Nitrones Invited Reviewed International coauthorship International journal
Takeshi Hata, Koki Nishi, Koki Yamaguchi, Yuta Tatsumi, Naomi Tanaka, Masayuki Shigeta, Hirokazu Urabe
Advanced Synthesis & Catalysis 2024.12
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Iron‐N,N,N’,N’‐Tetramethylethylenediamine‐Catalyzed Selective Substitution of Functionalized Diene and Triene Monoepoxides with Aliphatic Grignard Reagents Invited Reviewed International coauthorship International journal
Shoma Kobayashi, Kazuma Abe, Takeshi Hata
Advanced Synthesis & Catalysis 2024.12
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Iron‐Catalyzed Reductive Coupling of Nitro Compounds with Grignard and Organozinc Reagents for Synthesis of Functionalized Secondary Amines Invited Reviewed International coauthorship International journal
Takeshi Hata, Koki Nishi, Daiki Goto, Yuta Tatsumi, Shoma Kobayashi, Masayuki Shigeta, Hirokazu Urabe
Advanced Synthesis & Catalysis 367 ( 2 ) 2024.11
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Azusa Ishii, Takeshi Hata, Masayuki Shigeta, Hirokazu Urabe
Organic Letters 26 ( 15 ) 2999 - 3003 2024.4
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Takeshi Hata, Yuta Tatsumi, Yuki Kanai, Naoto Takahashi, Masayuki Shigeta, Hirokazu Urabe
Advanced Synthesis & Catalysis 366 ( 9 ) 2136 - 2140 2024.3
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Teppei Abe, Kazuki Kobayashi, Seiya Kikukawa, Yuuki Kanai, Takeshi Hata
Advanced Synthesis &Catalysis 2023.12
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Iron-catalyzed regio- and stereoselective substitution of 2,4-alkadienyl carboxylates with aryl Grignard reagents Reviewed
Kento Miyanaka, Tomona Harada, Masayuki Shigeta, Takeshi Hata, Hirokazu Urabe
Tetrahedron Letters 133 154824 - 154824 2023.12
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Kazuki Kobayashi, Nozomi Kasakura, Seiya Kikukawa, Shota Matsumoto, Satoru Karasawa, Takeshi Hata
Organic & Biomolecular Chemistry 2023
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Preparation of Tetrazole-fused π-Conjugated Molecules and Their Fluorescence Behavior Reviewed
Takeshi Hata
Chemistry Letters 48 ( 7 ) 662 - 665 2019.6
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Rh-catalyzed intramolecular cyclization of 1-sulfonyl-1,2,3-triazole and sulfinate. Concise preparation of sulfonylated unsaturated piperidines Reviewed
Takeshi Hata
Tetrahedron Letters 60 ( 12 ) 815 - 819 2019.3
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Iron-catalyzed δ-selective conjugate addition of methyl and cyclopropyl Grignard reagents to α,β,γ,δ-unsaturated esters and amides Reviewed
Takeshi Hata
Tetrahedron Letters 60 ( 13 ) 885 - 890 2019.3
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Takeshi Hata
MOLECULAR TECHNOLOGY, VOL 4: SYNTHESIS INNOVATION 2019
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Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds Reviewed International coauthorship International journal
Masato Senoo, Ayana Furukawa, Takeshi Hata, Hirokazu Urabe
CHEMISTRY-A EUROPEAN JOURNAL 22 ( 3 ) 890 - 895 2016.1
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Alkylation of Pyridines at Their 4-Positions with Styrenes plus Yttrium Reagent or Benzyl Grignard Reagents Reviewed International coauthorship International journal
Tomoya Mizumori, Takeshi Hata, Hirokazu Urabe
CHEMISTRY-A EUROPEAN JOURNAL 21 ( 1 ) 422 - 426 2015.1
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FACILE PREPARATION OF 1,2-DIHYDROISOQUINOLINES FROM N-BENZYLSULFONAMIDES AND BROMOACETYLENES Reviewed International coauthorship International journal
Masahito Yamagishi, Azusa Ishii, Takeshi Hata, Hirokazu Urabe
HETEROCYCLES 90 ( 2 ) 847 - 856 2015.1
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New synthetic methods using interaction between functionalized C-C multiple bonds and iron reagent Reviewed International coauthorship International journal
Takeshi Hata
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry 72 ( 9 ) 972 - 982 2014.9
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Rhodium-Catalyzed Intramolecular Hydroarylation of 1-Halo-1-alkynes: Regioselective Synthesis of Semihydrogenated Aromatic Heterocycles Reviewed International coauthorship International journal
Hirohiko Murase, Kousuke Senda, Masato Senoo, Takeshi Hata, Hirokazu Urabe
CHEMISTRY-A EUROPEAN JOURNAL 20 ( 1 ) 317 - 322 2014.1
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Iron-Catalyzed Selective Conjugate Addition of Aryl Grignard Reagents to 2,4-Alkadienoates: tert-Butyl (Z)-5-Phenyl-3-hexenoate Reviewed
Takeshi Hata
Organic Syntheses 91 307 - 321 2014
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Iron-Catalyzed Regio- and Stereoselective Conjugate Addition of Aryl-Grignard Reagents to alpha,beta,gamma,delta-Unsaturated Sulfones and its Synthetic Application Reviewed International coauthorship International journal
Takeshi Hata, Takuya Nakada, Yun Taek Oh, Naoki Hirone, Hirokazu Urabe
ADVANCED SYNTHESIS & CATALYSIS 355 ( 9 ) 1736 - 1740 2013.6
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Preparation of S-Aryl Arenethiosulfonates from N,N-Di(arenesulfonyl)hydrazines. Reduction of Sulfonyl Chlorides with an Organic Reagent Reviewed
Takeshi Hata
Heteroatom Chemistry 24 336 2013
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Synthesis of tert-Butyl Peroxyacetals from Benzyl, Allyl, or Propargyl Ethers via Iron-Promoted C-H Bond Functionalization Reviewed International coauthorship International journal
Satoshi Iwata, Takeshi Hata, Hirokazu Urabe
ADVANCED SYNTHESIS & CATALYSIS 354 ( 18 ) 3480 - 3484 2012.12
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Iron-Catalyzed Synthesis of Allenes from 2-Alken-4-ynoates and Grignard Reagents Reviewed International coauthorship International journal
Takeshi Hata, Satoshi Iwata, Shumpei Seto, Hirokazu Urabe
ADVANCED SYNTHESIS & CATALYSIS 354 ( 10 ) 1885 - 1889 2012.7
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Four Nucleophilic Additions to Alkenynedioic Acid Derivatives in Tandem; Efficient One-Pot Synthesis of Bicyclo[4.2.0]octenols Reviewed International coauthorship International journal
Takeshi Hata, Haduki Imade, Hirokazu Urabe
ORGANIC LETTERS 14 ( 10 ) 2450 - 2453 2012.5
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Additive-Free Nucleophilic Addition of Imidazolines and Imidazoles to Haloacetylenes Reviewed International coauthorship International journal
Masahito Yamagishi, Jun Okazaki, Ken Nishigai, Takeshi Hata, Hirokazu Urabe
ORGANIC LETTERS 14 ( 1 ) 34 - 37 2012.1
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Facile Preparation of Indoles and 1,2-Benzothiazine 1,1-Dioxides: Nucleophilic Addition of Sulfonamides to Bromoacetylenes and Subsequent Palladium-Catalyzed Cyclization Reviewed International coauthorship International journal
Masahito Yamagishi, Ken Nishigai, Azusa Ishii, Takeshi Hata, Hirokazu Urabe
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 51 ( 26 ) 6471 - 6474 2012
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Iron-Mediated and -Catalyzed Metalative Cyclization of Electron-Withdrawing-Group-Substituted Alkynes and Alkenes with Grignard Reagents Reviewed International coauthorship International journal
Takeshi Hata, Shiro Sujaku, Naoki Hirone, Kirihiro Nakano, Junsuke Imoto, Haduki Imade, Hirokazu Urabe
CHEMISTRY-A EUROPEAN JOURNAL 17 ( 51 ) 14593 - 14602 2011.12
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Nucleophilic Addition of Sulfonamides to Bromoacetylenes: Facile Preparation of Pyrroles Reviewed International coauthorship International journal
Masahito Yamagishi, Ken Nishigai, Takeshi Hata, Hirokazu Urabe
ORGANIC LETTERS 13 ( 18 ) 4873 - 4875 2011.9
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Rh-catalyzed intramolecular debenzylative cyclization of amines. Butyrolactams from benzylamines having a chloroacetylene moiety Reviewed International coauthorship International journal
Yun Taek Oh, Kousuke Senda, Takeshi Hata, Hirokazu Urabe
TETRAHEDRON LETTERS 52 ( 19 ) 2458 - 2461 2011.5
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Aryl(sulfonyl)amino Group: A Convenient and Stable Yet Activated Modification of Amino Group for Its Intramolecular Displacement Reviewed International coauthorship International journal
Yuzo Kato, Dinh Hoang Yen, Yasuhiro Fukudome, Takeshi Hata, Hirokazu Urabe
ORGANIC LETTERS 12 ( 18 ) 4137 - 4139 2010.9
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Iron-Catalyzed Regio- and Stereoselective Substitution of gamma,delta-Epoxy-alpha,beta-unsaturated Esters and Amides with Grignard Reagents International coauthorship International journal
Takeshi Hata, Rie Bannai, Mamoru Otsuki, Hirokazu Urabe
ORGANIC LETTERS 12 ( 5 ) 1012 - 1014 2010.3
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Selective Deprotection of Methanesulfonamides to Amines International coauthorship International journal
Hiroyuki Naito, Takeshi Hata, Hirokazu Urabe
ORGANIC LETTERS 12 ( 6 ) 1228 - 1230 2010.3
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Acceleration of the Substitution of Silanes with Grignard Reagents by Using either LiCl or YCl3/MeLi Reviewed International coauthorship International journal
Naoki Hirone, Hiroaki Sanjiki, Ryoichi Tanaka, Takeshi Hata, Hirokazu Urabe
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 49 ( 42 ) 7762 - 7764 2010
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Rh-Catalyzed Isomerization and Intramolecular Redox Reaction of Alkynyl Ethers Affording Dihydropyrans and Ketoolefins International coauthorship International journal
Daisuke Shikanai, Hirohiko Murase, Takeshi Hata, Hirokazu Urabe
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 131 ( 9 ) 3166 - + 2009.3
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Iron-Mediated Intramolecular Metalative Cyclization of alpha,beta-Unsaturated Esters and Amides. Versatile One-Pot Preparation of Bicyclic Ketoesters International coauthorship International journal
Takeshi Hata, Naoki Hirone, Shiro Sujaku, Kirihiro Nakano, Hirokazu Urabe
ORGANIC LETTERS 10 ( 21 ) 5031 - 5033 2008.11
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Facile preparation of N-protected 2-alkylidene-1,3-imidazolidines International coauthorship International journal
Hiroyuki Naito, Takeshi Hata, Hirokazu Urabe
TETRAHEDRON LETTERS 49 ( 14 ) 2298 - 2301 2008.3
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Copper-catalyzed 1,2-double amination of 1-halo-1-alkynes. Concise synthesis of protected tetrahydropyrazines and related heterocyclic compounds International coauthorship International journal
Yasuhiro Fukudome, Hiroyuki Naito, Takeshi Hata, Hirokazu Urabe
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 130 ( 6 ) 1820 - + 2008.2
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Iron-catalyst-switched selective conjugate addition of Grignard reagents: alpha,beta,gamma,delta-unsaturated amides as versatile templates for asymmetric three-component coupling processes International coauthorship International journal
Satoshi Okada, Kyohei Arayama, Ryuji Murayama, Takumi Ishizuka, Keiichi Hara, Naoki Hirone, Takeshi Hata, Hirokazu Urabe
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 47 ( 36 ) 6860 - 6864 2008
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Stereoselective generation of cis-2-lithio-3-CF3-oxirane via CF3-substituted beta-oxido carbenoids. Highly stereoselective synthesis of CF3-substituted tri- and tetrasubstituted oxiranes and tetrasubstituted alkenes International coauthorship International journal
M Shimizu, T Fujimoto, XY Liu, H Minezaki, T Hata, T Hiyama
TETRAHEDRON 59 ( 49 ) 9811 - 9823 2003.12
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Geminal dimetalation of alkylidene-type carbenoids with silylboranes and diborons International coauthorship International journal
T Kurahashi, T Hata, H Masai, H Kitagawa, M Shimizu, T Hiyama
TETRAHEDRON 58 ( 32 ) 6381 - 6395 2002.8
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New, general, and stereoselective synthesis of CF3-containing tri- and tetrasubstituted oxiranes and tetrasubstituted alkenes International coauthorship International journal
M Shimizu, T Fujimoto, H Minezaki, T Hata, T Hiyama
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 123 ( 28 ) 6947 - 6948 2001.7
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Use of a conformational radical clock for evaluating alkyllithium-mediated cyclization reactions International coauthorship International journal
SD Rychnovsky, T Hata, AI Kim, AJ Buckmelter
ORGANIC LETTERS 3 ( 6 ) 807 - 810 2001.3
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Geminal difunctionalization of alkenylidene-type carbenoids by using interelement compounds International coauthorship International journal
T Hata, H Kitagawa, H Masai, T Kurahashi, M Shimizu, T Hiyama
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 40 ( 4 ) 790 - 792 2001
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Chemoselective aldehyde addition of zinc carbenoid generated from tribromofluoromethane International coauthorship International journal
T Hata, H Kitagawa, M Shimizu, T Hiyama
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 73 ( 7 ) 1691 - 1695 2000.7
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Novel C-1 building blocks for fluoro olefin synthesis: FC(SiMe3)(3) and FC(SiMe3)(2)SnBu3 International coauthorship International journal
M Shimizu, T Hata, T Hiyama
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 73 ( 7 ) 1685 - 1690 2000.7
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Novel synthesis of 1-fluoro-1-silyloxiranes using bromo(tert-butyldimethylsilyl)fluoromethyllithium and carbonyl compounds International coauthorship International journal
M Shimizu, T Hata, T Hiyama
HETEROCYCLES 52 ( 2 ) 707 - 717 2000.2
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FC(SiMe3)(3) and FC(SiMe3)(2)SnBu3: a novel C-1 building block for fluoro olefins International coauthorship International journal
M Shimizu, T Hata, T Hiyama
TETRAHEDRON LETTERS 40 ( 41 ) 7375 - 7378 1999.10
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Generation and carbonyl addition reactions of dibromofluoromethyllithium derived from tribromofluoromethane as applied to the stereoselective synthesis of fluoro olefins and 2-bromo-2-fluoro-1,3-alkanediols International coauthorship International journal
M Shimizu, N Yamada, Y Takebe, T Hata, M Kuroboshi, T Hiyama
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 71 ( 12 ) 2903 - 2921 1998.12
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Bromo(t-butyldimethylsilyl)fluoromethyllithium: A fluorinated nucleophilic carbenoid reagent stabilized by a silyl substituent International coauthorship International journal
M Shimizu, T Hata, T Hiyama
TETRAHEDRON LETTERS 38 ( 26 ) 4591 - 4594 1997.6
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Generation and aldehyde addition of a zinc carbenoid substituted by fluorine International coauthorship International journal
T Hata, M Shimizu, T Hiyama
SYNLETT ( 9 ) 831 - & 1996.9
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SYNTHETIC APPLICATION OF TITANABICYCLES GENERATED FROM 1,6-DIENES OR 1,7-DIENES, ENYNES, AND DIYNES AND (ETA(2)-PROPENE)TI(O-I-PR)(2) International coauthorship International journal
H URABE, T HATA, F SATO
TETRAHEDRON LETTERS 36 ( 24 ) 4261 - 4264 1995.6
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STEREOSELECTIVE AND REGIOSELECTIVE GENERATION OF ALKENYLZINC REAGENTS VIA TITANIUM-CATALYZED HYDROZINCATION OF INTERNAL ACETYLENES International coauthorship International journal
Y GAO, K HARADA, T HATA, H URABE, F SATO
JOURNAL OF ORGANIC CHEMISTRY 60 ( 2 ) 290 - 291 1995.1
Books
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Molecular Technology, Volume 4: Synthesis Innovation
Takeshi Hata（ Role： ContributorSynthetic Methods Using Interaction Between Sustainable Iron Reagent and Functionalized Carbon-Carbon Multiple Bonds）
Wiley-VCH 2019.5
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生命理工系のための大学院基礎講座−有機化学
秦 猛志（ Role： Contributor4章 芳香族化合物−医薬品化学への展開）
工学図書株式会社 2011.5
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バイオ研究のフロンティア 医療・診断をめざす先端バイオテクノロジー3
秦 猛志（ Role： Contributor医薬・生体機能分子の未来指向型合成法の開発）
光学図書株式会社 2009
Awards
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有機合成化学奨励賞
2012
秦 猛志
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日産化学工業研究企画賞
2012
秦 猛志
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東工大挑戦的研究賞
2012
秦 猛志
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味の素研究企画賞
2009
Research Projects
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Development of precise molecular synthesis based on generation, control, and utilization of nitrogen-containing reactive species
Grant number：23K04733 2023.4 - 2026.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Authorship：Principal investigator
Grant amount：\4550000 （ Direct Cost: \3500000 、 Indirect Cost：\1050000 ）
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Development of Synthetic Method Based On Precise Control of Nitrogen-containing Reactive Species
Grant number：20K05507 2020.4 - 2023.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Authorship：Principal investigator
Grant amount：\4290000 （ Direct Cost: \3300000 、 Indirect Cost：\990000 ）
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機能性分子合成を指向する炭素–水素結合の直截的変換手法の開発
2017.4 - 2020.3
日本学術振興会 科学研究費補助金
秦 猛志
Authorship：Principal investigator Grant type：Competitive
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環境調和型分子変換を基軸とするヘテロπ共役分子群の創製
2014.10 - 2018.3
科学技術振興機構 戦略的創造研究推進事業（さきがけ）
秦 猛志
Authorship：Principal investigator Grant type：Competitive
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炭素–水素結合の直截的変換を基盤とする精密合成手法の開発
2014.4 - 2017.3
日本学術振興会 科学研究費補助金
秦 猛志
Authorship：Principal investigator Grant type：Competitive
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Base metal "Iron"-catalyzed or mediated Preparation of Polyfunctionalized Compounds
Grant number：23750102 2011.4 - 2014.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)
HATA Takeshi
Authorship：Principal investigator Grant type：Competitive
This research representative developed various synthetic methodologies of polifunctionalized compounds by using interaction of iron catalyst and functionalized carbon-carbon multiple bonds. Specifically, the following items were carried out. 1) Application of iron-catalyzed selective addition to functionalized dienes of Grignard reagents. 2) Iron-catalyzed selective addition to sulfonyl dienes or functionalized enynes of Grignard reagents. 3) Application of iron-catalyzed selective substitution to functionalized diene monoepoxides of Grignard reagents. 4) Reductive homocoupling reaction of functionalized diene monoepoxides with iron catalyst-stereoselective synthesis of cyclopropanes. 5) Iron-catalyzed selective synthesis of peroxyacetals from benzyl ethers and tert-butyl hydroperoxide. 6) Iron-catalyzed preparation of amines from nitro compounds and Grignard reagents via reductive coupling reaction.
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Ubiquitous Element "Iron"-mediated Preparation of Polyfunctionalized Cyclic Compounds
Grant number：20750071 2008.4 - 2011.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)
HATA Takeshi
Authorship：Principal investigator Grant type：Competitive
Iron reagent generated from FeCl_2 and Grignard reagent is useful for metallative cyclization of functionalized acetylenes and olefins, which subsequently enables the preparation of various kinds of polifunctionalized cyclic products. In an enyne cyclization, the quantity of the iron salt can be reduced to a catalytic level.
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含窒素環状化合物の新規合成法の開拓
Grant number：18890069 2006.4 - 2008.3
日本学術振興会 科学研究費補助金 若手研究(スタートアップ)
秦 猛志
Authorship：Principal investigator Grant type：Competitive
本年度はジアミン誘導体とブロモアセチレンとの分子間カップリング反応によるイミダゾリジン誘導体の効率的な合成法の開拓および適用性の拡大を検討し,以下の結果が得られた.1)種々のジアミン誘導体とブロモプロピオール酸アミドをDMF溶媒中,塩基と加熱するだけで,様々なイミダゾリジン誘導体を得ることができた.2)本反応の進行の可否には,ジアミン上の保護基の選別が非常に重要であり,トシルアミドよりもNHプロトンの酸性度が低くても高くても,ダブル付加によるヘテロ環の生成はほとんど起こらないことが分かった.3)カップリングパートナーとして,ブロモプロピオール酸エステルを用いても,ブロモプロピオール酸アミドの時と同様に分子間カップリング反応が進行し,対応するエステル置換イミダゾリジン誘導体を得ることもできた.また,得られたエステル誘導体にDIBALを作用させると,収率良くアリルアルコール誘導体に導くこともできた.4)エチレンジアミンの片方のアミンをトシル基,もう一方をBoc基で保護したジアミン誘導体とブロモプロピオール酸アミドを,塩基と加熱反応させたところ,非対称のイミダゾリジン誘導体を単一の異性体として得ることができた.5)トシル基をアミノ基上に導入したアミノアルコール誘導体と,ブロモプロピオール酸アミドを塩基存在下で反応させたところ,二重結合の置換基の立体化学が制御されたオキサゾリジン誘導体を単一の異性体として得ることができた.
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含フッ素合成ブロックの構築とその応用研究
Grant number：97J04445 1998 - 1999
日本学術振興会 科学研究費助成事業 特別研究員奨励費
秦 猛志
Authorship：Principal investigator Grant type：Competitive
Grant amount：\1800000 （ Direct Cost: \1800000 ）