Details of the Researcher

PHOTO

Kazuya Kanemoto
Section
Graduate School of Pharmaceutical Sciences
Job title
Senior Assistant Professor
Degree

  • 博士（工学）（東京医科歯科大学）

  • 修士（工学）（北海道大学）

e-Rad No.
90849100

Research History 5

  • 2025/02 - Present
    Tohoku University　Graduate School of Pharmaceutical Sciences

  • 2022/03 - 2025/01
    Tohoku University　Graduate School of Pharmaceutical Sciences

  • 2019/04 - 2022/02
    中央大学 理工学部 応用化学科 助教

  • 2018/05 - 2019/03
    東京医科歯科大学 生体材料工学研究所 生命有機化学分野 特任助教

  • 2011/04 - 2018/04
    アステラス製薬株式会社 合成技術研究所 研究員

Education 4

  • Tokyo Medical and Dental University　医歯学総合研究科　生命理工学系専攻

    2015/04 - 2018/03

  • Hokkaido University　工学研究科　有機プロセス工学専攻

    2009/04 - 2011/03

  • Hokkaido University　工学部　応用理工系学科応用化学コース

    2005/04 - 2009/03

  • 修道高等学校

    2002/04 - 2005/03

Professional Memberships 4

  • 日本ケミカルバイオロジー学会

  • 日本薬学会

  • 日本化学会

  • 有機合成化学協会

Research Interests 6

  • アライン

  • 超原子価ヨウ素

  • ペプチド

  • ケミカルバイオロジー

  • 有機硫黄化学

  • 遷移金属触媒

Research Areas 2

  • Life sciences / Bioorganic chemistry / Organic chemistry

  • Nanotechnology/Materials / Structural/physical organic chemistry / Organic chemistry

Awards 4

  1. 東北大学大学院薬学研究科 研究科長賞 （特に優れた研究を行った者）

    2025/07

  2. 若い世代の特別講演

    2024　日本化学会

  3. Meiji Seika ファルマ 研究企画賞

    2020　公益社団法人 有機合成化学協会　弱い結合の選択的変換を志向した脱離基設計によるポリスルフィド類の多様性合成法の開発

  4. 15th IBB BioFuture Research Encouragement Prize 博士課程の部 最優秀賞

    2017　東京医科歯科大学

Papers 44

  1. Hexadehydro Diels–Alder/Alkynyliodanation Cascade: A Highly Regioselective Entry to Polycyclic Aromatics Peer-reviewed

    Morohashi, Shunya, Zhou, Liejin, Kanemoto, Kazuya, Kwon, Eunsang, Yoshikai, Naohiko

    Organic Letters　2025/04

  2. Diazomethyl-λ3-iodane meets aryne: Dipolar cycloaddition and C-to-N iodane shift leading to indazolyl-λ3-iodanes Peer-reviewed

    Shinya Otsuki, Kazuya Kanemoto, Daniel Carter Martos, Eunsang Kwon, Joanna Wencel-Delord, Naohiko Yoshikai

    Chemical Science　2025

    Publisher: Royal Society of Chemistry (RSC)

    DOI： 10.1039/d5sc00266d 　

    ISSN： 2041-6520

    eISSN： 2041-6539

    More details Close

    Diazomethyl-λ3-iodanes have recently emerged as carbyne equivalents in organic synthesis, enabling the construction of multi-substituted carbon centers through strategic sequential activation of the diazo and iodane functional groups. Distinct from...

  3. A versatile entry to unnatural, disulfide-linked amino acids and peptides through the disulfuration of azlactones Peer-reviewed

    Masaki Iwata, Yuzuki Takami, Hayato Asanuma, Kenya Hosono, Hibiki Ohno, Naohiko Yoshikai, Kazuya Kanemoto

    Chemical Science　2025

    DOI： 10.1039/D4SC07187E 　

  4. Diazomethyl-λ3-iodane Meets Aryne: Dipolar Cycloaddition and C-to-N Iodane Shift Leading to Indazolyl-λ3-iodanes

    Shinya Otsuki, Kazuya Kanemoto, Daniel Carter Martos, Eunsang Kwon, Joanna WencelDelord, Naohiko Yoshikai

    ChemRxiv　2024/12

    DOI： 10.26434/chemrxiv-2024-dn8c5 　

  5. Stereoselective Hydroxyallylation of Cyclopropenes with Cyclopropanols via NHC Catalysis of Transient Organozinc Species Peer-reviewed

    Kento Tsukiji, Arimasa Matsumoto, Kazuya Kanemoto, Naohiko Yoshikai

    Angewandte Chemie International Edition　e202412456-e202412456　2024/08/06

    Publisher: Wiley

    DOI： 10.1002/anie.202412456 　

    ISSN： 1433-7851

    eISSN： 1521-3773

    More details Close

    A stereoselective hydroxyallylation reaction of cyclopropenes with cyclopropanols is achieved under zinc‐mediated conditions, affording densely functionalized cyclopropanes with excellent diastereocontrol over three contiguous stereocenters within and outside the cyclopropane ring. A racemic variant of the reaction is synergistically promoted by catalytic N‐heterocyclic carbene (NHC) and organic base, whereas chiral amino alcohol‐derived bifunctional NHC enables a catalytic enantioselective variant. The reaction likely involves the generation of enolized zinc homoenolate via ring‐opening of zinc cyclopropoxide and enolization of the resulting homoenolate, followed by its addition to the cyclopropene as a prochiral allylzinc nucleophile. Our mechanistic investigations highlighted the transient nature of enolized homoenolate, which, once generated from thermodynamically predominant cyclopropoxide, immediately proceeds to allylzincation with cyclopropene. The NHC not only promotes the rate‐determining generation of enolized homoenolate but also engages in the allylzincation process. The resulting cyclopropylzinc species undergoes partial in situ protonation while partially remaining intact, thereby leaving an opportunity for trapping with an external electrophile.

  6. Disulfuration of Azlactones: A Versatile Entry to Unnatural, Disulfide-Linked Amino Acids and Peptides

    Hayato Asanuma, Kenya Hosono, Masaki Iwata, Yuzuki Takami, Naohiko Yoshikai, Kazuya Kanemoto

    ChemRxiv　2024/05

    DOI： 10.26434/chemrxiv-2024-1vp1n 　

  7. Precision Synthesis of Chimeric Peptides through Site-Specific Azomethine Ylide–Dehydroalanine Cycloaddition

    Masaki Iwata, Naohiko Yoshikai, Kazuya Kanemoto

    ChemRxiv　2024/05

    DOI： 10.26434/chemrxiv-2024-1917n 　

  8. Amino‐ and Alkoxybenziodoxoles: Facile Preparation and Use as Arynophiles Peer-reviewed

    Kazuya Kanemoto, Ken Yoshimura, Koki Ono, Wei Ding, Shingo Ito, Naohiko Yoshikai

    Chemistry – A European Journal　2024/04/05

    Publisher: Wiley

    DOI： 10.1002/chem.202400894 　

    ISSN： 0947-6539

    eISSN： 1521-3765

    More details Close

    Abstract We report here on the facile synthesis of amino‐ and alkoxy‐λ3‐iodanes supported by a benziodoxole (BX) template and their use as arynophiles. The amino‐ and alkoxy‐BX derivatives can be readily synthesized by reacting the respective amines or alcohols with chlorobenziodoxole in the presence of a suitable base. Unlike previously known nitrogen‐ and oxygen‐bound iodane compounds, which have primarily been employed as electrophilic group transfer agents or oxidants, the present amino‐ and alkoxy‐BX reagents manifest themselves as nucleophilic amino and alkoxy transfer agents toward arynes. This reactivity leads to the aryne insertion into the N−I(III) or O−I(III) bond to afford ortho‐amino‐ and ortho‐alkoxy‐arylbenziodoxoles, iodane compounds nontrivial to procure by existing methods. The BX group in these insertion products exhibits excellent leaving group ability, enabling diverse downstream transformations.

  9. Construction of Diverse Pyrrolidine-Based Skeletons through Ag- Catalyzed Stereoselective Addition–Elimination Reaction of Azomethine Ylides with Nitroallyl Acetates Peer-reviewed

    Itsuki Ohno, Kazuya Kanemoto, Shohei Furuya, Yuko Suzuki, Shin-ichi Fukuzawa

    Organic Letters　2024/03

    DOI： 10.1021/acs.orglett.4c00184 　

  10. N‐Terminal‐Specific Dual Modification of Peptides through Copper‐Catalyzed [3+2] Cycloaddition Peer-reviewed

    Haruka Machida, Kazuya Kanemoto

    Angewandte Chemie　2024/02/12

    Publisher: Wiley

    DOI： 10.1002/ange.202320012 　

    ISSN： 0044-8249

    eISSN： 1521-3757

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    Abstract Site‐specific introduction of multiple components into peptides is greatly needed for the preparation of densely functionalized and structurally uniform peptides. In this regard, N‐terminal‐specific peptide modification is attractive, but it can be difficult due to the presence of highly nucleophilic lysine ϵ‐amine. In this work, we developed a method for the N‐terminal‐specific dual modification of peptides through a three‐component [3+2] cycloaddition with aldehydes and maleimides under mild copper catalysis. This approach enables exclusive functionalization at the glycine N‐terminus of iminopeptides, regardless of the presence of lysine ϵ‐amine, thus affording the cycloadducts in excellent yields. Tolerating a broad range of functional groups and molecules, the present method provides the opportunity to rapidly construct doubly functionalized peptides using readily accessible aldehyde and maleimide modules.

  11. N‐Terminal‐Specific Dual Modification of Peptides through Copper‐Catalyzed [3+2] Cycloaddition Peer-reviewed

    Haruka Machida, Kazuya Kanemoto

    Angewandte Chemie International Edition　2024/02/12

    Publisher: Wiley

    DOI： 10.1002/anie.202320012 　

    ISSN： 1433-7851

    eISSN： 1521-3773

    More details Close

    Abstract Site‐specific introduction of multiple components into peptides is greatly needed for the preparation of densely functionalized and structurally uniform peptides. In this regard, N‐terminal‐specific peptide modification is attractive, but it can be difficult due to the presence of highly nucleophilic lysine ϵ‐amine. In this work, we developed a method for the N‐terminal‐specific dual modification of peptides through a three‐component [3+2] cycloaddition with aldehydes and maleimides under mild copper catalysis. This approach enables exclusive functionalization at the glycine N‐terminus of iminopeptides, regardless of the presence of lysine ϵ‐amine, thus affording the cycloadducts in excellent yields. Tolerating a broad range of functional groups and molecules, the present method provides the opportunity to rapidly construct doubly functionalized peptides using readily accessible aldehyde and maleimide modules.

  12. Carboiodanation of Arynes: Organoiodine(III) Compounds as Nucleophilic Organometalloids Peer-reviewed

    Chisaki Arakawa, Kazuya Kanemoto, Katsuya Nakai, Chen Wang, Shunya Morohashi, Eunsang Kwon, Shingo Ito, Naohiko Yoshikai

    Journal of the American Chemical Society　146　(6)　3910-3919　2024/02/05

    Publisher: American Chemical Society (ACS)

    DOI： 10.1021/jacs.3c11524 　

    ISSN： 0002-7863

    eISSN： 1520-5126

  13. Stereoselective Hydroxyallylation of Cyclopropenes with Cyclopropanols via NHC Catalysis of Transient Organozinc Species

    Kento Tsukiji, Arimasa Matsumoto, Kazuya Kanemoto, Naohiko Yoshikai

    ChemRxiv　2023/12/27

    Publisher: American Chemical Society (ACS)

    DOI： 10.26434/chemrxiv-2023-hch07-v2 　

    More details Close

    A stereoselective hydroxyallylation reaction of cyclopropenes with cyclopropanols is achieved under zinc-mediated conditions, affording densely functionalized cyclopropanes with excellent diastereocontrol over three contiguous stereocenters within and outside the cyclopropane ring. A racemic variant of the reaction is synergistically promoted by catalytic N-heterocyclic carbene (NHC) and organic base (DBU), whereas chiral amino alcohol-derived bifunctional NHC enables a catalytic enantioselective variant. Mechanistically, the reaction features transient generation of enolized zinc homoenolate via ring-opening of zinc cyclopropoxide and enolization of the resulting homoenolate, followed by its addition to the cyclopropene as a prochiral allylzinc nucleophile.

  14. Amination of N-(Organodithio)phthalimides for the Modular Synthesis of Aminodisulfides

    Kazuya Kanemoto, Hayato Asanuma

    Organic Letters　2023/12

    DOI： 10.1021/acs.orglett.3c03419 　

  15. Amino- and Alkoxybenziodoxoles: Facile Preparation and Use as Arynophiles

    Kazuya Kanemoto, Ken Yoshimura, Koki Ono, Wei Ding, Shingo Ito, Naohiko Yoshikai

    2023/11/08

    Publisher: American Chemical Society (ACS)

    DOI： 10.26434/chemrxiv-2023-kzh7p 　

    More details Close

    We report here on the facile synthesis of amino- and alkoxy-λ3-iodanes supported by a benziodoxole (BX) template and their use as arynophiles. The amino- and alkoxy-BX derivatives can be readily synthesized by reacting the respective amines or alcohols with chlorobenziodoxole in the presence of a suitable base. Unlike previously known nitrogen- and oxygen-bound iodane compounds, which have primarily been employed as electrophilic group transfer agents or oxidants, the present amino- and alkoxy-BX reagents manifest themselves as nucleophilic amino and alkoxy transfer agents toward arynes. This reactivity leads to the aryne insertion into the N–I(III) or O–I(III) bond to afford ortho-amino- and ortho-alkoxy-arylbenziodoxoles, iodane compounds nontrivial to procure by existing methods. The BX group in these insertion products exhibits excellent leaving group ability, enabling diverse downstream transformations.

  16. Dipolarophile‐Steered Formal Stereodivergent Synthesis of 2,5‐cis/trans‐Pyrrolidines Based on Asymmetric 1,3‐Dipolar Cycloaddition of Imino Lactones Peer-reviewed

    Shohei Furuya, Kenji Muroi, Kazuya Kanemoto, Shin‐ichi Fukuzawa

    Chemistry – A European Journal　29　(66)　2023/10/13

    Publisher: Wiley

    DOI： 10.1002/chem.202302609 　

    ISSN： 0947-6539

    eISSN： 1521-3765

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    Abstract The stereodivergent asymmetric synthesis of 2,5‐trans/cis pyrrolidines by 1,3‐dipolar cycloaddition using two different types of activated alkenes is described. When ylidene‐isoxazolones were employed as dipolarophiles, the Ag/(S,Sp)‐iPr‐FcPHOX‐catalyzed asymmetric [3+2] cycloaddition of imino lactones proceeded with 2,5‐trans selectivity. Subsequent decarboxylation of the isoxazolone rings produced pyrrolidines with 2,5‐trans stereoretention. In the reaction using acyclic enones as activated alkenes, the Ag/(R,Sp)‐ThioClickFerrophos complex‐catalyzed asymmetric [3+2] cycloaddition afforded 2,5‐cis substituted pyrrolidines in high yields and enantioselectivities. Therefore, these methods can be considered as a formal stereodivergent synthesis of 2,5‐cis/trans pyrrolidines.

  17. Carboiodanation of arynes: Organoiodine(III) compounds as nucleophilic organometalloids

    Chisaki Arakawa, Kazuya Kanemoto, Katsuya Nakai, Chen Wang, Shunya Morohashi, Eunsang Kwon, Shingo Ito, Naohiko Yoshikai

    2023/08/29

    Publisher: American Chemical Society (ACS)

    DOI： 10.26434/chemrxiv-2023-knrnb-v2 　

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    Organic iodine(III) compounds represent the most widely used hypervalent halogen compounds in organic synthesis, where they usually perform the role of an oxidant or electrophile to functionalize electron-rich or nucleophilic organic compounds. In contrast to this typical reaction mode and the nature of organohalogen compounds in general, we discovered a novel reactivity of organoiodine(III) compounds that behave as organometallic-like nucleophiles toward arynes. Possessing diverse transferable ligands and being supported by a cyclic spectator ligand, the organoiodine(III) compounds undergo addition across the electrophilic C–C triple bond of arynes while retaining the trivalency of the iodine center. This carboiodanation reaction can forge a variety of aryl–alkynyl, aryl–alkenyl, and aryl–(hetero)aryl bonds along with the concurrent formation of an aryl–iodine(III) bond under mild conditions. The newly formed aryl–iodine(III) bond serves as a versatile linchpin for downstream transformations, particularly as an electrophilic reaction site. The amphoteric nature of the iodine(III) group as a metalloid and a leaving group in this synthetic sequence enables the flexible and expedient synthesis of extended π-conjugated molecules and privileged biarylphosphine ligands, where all the iodine(III)-containing compounds can be handled as air- and thermally stable materials.

  18. Cationic Iridium‐Catalyzed Decarboxylation of Aromatic Carboxylic Acids Peer-reviewed

    Reina Nonami, Yu Kishino, Tomokazu Yamasaki, Kazuya Kanemoto, Kento Iwai, Nagatoshi Nishiwaki, Kazutaka Shibatomi, Tomohiko Shirai

    Chemistry – An Asian Journal　e202300533-e202300533　2023/07/18

    Publisher: Wiley

    DOI： 10.1002/asia.202300533 　

    ISSN： 1861-4728

    eISSN： 1861-471X

  19. Zinc‐Mediated Diastereoselective Annulation of Cyclopropanols with Alkylidenemalononitriles via Enolized Homoenolate Invited Peer-reviewed

    Kento Tsukiji, Takeru Hayakawa, Kazuya Kanemoto, Naohiko Yoshikai

    Asian Journal of Organic Chemistry　12　(5)　e202300114-e202300114　2023/04/27

    Publisher: Wiley

    DOI： 10.1002/ajoc.202300114 　

    ISSN： 2193-5807

    eISSN： 2193-5815

  20. N‐(Morpholine‐4‐dithio)phthalimide: A Shelf‐Stable, Bilateral Platform Molecule Enabling Access to Diverse Unsymmetrical Disulfides** Peer-reviewed

    Hayato Asanuma, Kazuya Kanemoto, Tokiharu Watanabe, Shin‐ichi Fukuzawa

    Angewandte Chemie　135　(18)　2023/03/22

    Publisher: Wiley

    DOI： 10.1002/ange.202219156 　

    ISSN： 0044-8249

    eISSN： 1521-3757

    More details Close

    Abstract Synthetic methods for unsymmetrical disulfides are greatly needed owing to their applications in drug discovery, linker chemistry, and materials sciences. In this study, a new shelf‐stable and easy‐to‐prepare bilateral disulfurating platform molecule,N‐(morpholine‐4‐dithio)phthalimide, has been developed for the divergent synthesis of unsymmetrical disulfides. The amino and imide leaving groups of this reagent can be orthogonally transformed. Under acidic conditions, the amino moiety undergoes selective protonation and thus can be displaced by various carbon nucleophiles, such as allyl trimethylsilanes, alkynyl silanes, and electron‐rich arenes, leaving the phthalimide moiety untouched. Meanwhile, the phthalimide leaving group is amenable to substitution under basic or neutral conditions. The combination of these transformations provides rapid access to diverse unsymmetrical disulfides through two C−S bond‐forming reactions.

  21. N‐(Morpholine‐4‐dithio)phthalimide: A Shelf‐Stable, Bilateral Platform Molecule Enabling Access to Diverse Unsymmetrical Disulfides** Peer-reviewed

    Hayato Asanuma, Kazuya Kanemoto, Tokiharu Watanabe, Shin‐ichi Fukuzawa

    Angewandte Chemie International Edition　62　(18)　2023/03/22

    Publisher: Wiley

    DOI： 10.1002/anie.202219156 　

    ISSN： 1433-7851

    eISSN： 1521-3773

    More details Close

    Abstract Synthetic methods for unsymmetrical disulfides are greatly needed owing to their applications in drug discovery, linker chemistry, and materials sciences. In this study, a new shelf‐stable and easy‐to‐prepare bilateral disulfurating platform molecule,N‐(morpholine‐4‐dithio)phthalimide, has been developed for the divergent synthesis of unsymmetrical disulfides. The amino and imide leaving groups of this reagent can be orthogonally transformed. Under acidic conditions, the amino moiety undergoes selective protonation and thus can be displaced by various carbon nucleophiles, such as allyl trimethylsilanes, alkynyl silanes, and electron‐rich arenes, leaving the phthalimide moiety untouched. Meanwhile, the phthalimide leaving group is amenable to substitution under basic or neutral conditions. The combination of these transformations provides rapid access to diverse unsymmetrical disulfides through two C−S bond‐forming reactions.

  22. N-Terminal-selective Cu-catalyzed [3+2] cycloaddition for irreversible assembly of two modules with a peptide

    ChemRxiv　2023/02

    DOI： 10.26434/chemrxiv-2023-sxw2w 　

  23. Chiral Silver Complex-Catalyzed Asymmetric Conjugate Addition of 2 1‑Pyrroline-5-Carbonitrile to α‑Enones Peer-reviewed

    Haruna Araki, Shohei Furuya, Kazuya Kanemoto, Shin-ichi Fukuzawa

    The Journal of Organic Chemistry　88　(2)　924-932　2023/01

    Publisher: American Chemical Society (ACS)

    DOI： 10.1021/acs.joc.2c02315 　

    ISSN： 0022-3263

    eISSN： 1520-6904

  24. N-(N-Morpholindithio)phthalimide: A Shelf-Stable, Bilateral Platform Molecule for Accessing Diverse Unsymmetrical Disulfides

    Hayato Asanuma, Kazuya Kanemoto, Tokiharu Watanabe, Shin-ichi Fukuzawa

    ChemRxiv　2022/05

    DOI： 10.26434/chemrxiv-2022-t1xn4 　

  25. exoʹ-Selective Construction of Dispiropyrrolidines by the Silver-catalyzed Asymmetric [3+2] Cycloaddition of Imino Esters with 4-Benzylidene-2,3-dioxopyrrolidines Peer-reviewed

    Shohei Furuya, Kazuya Kanemoto, Shin‐ichi Fukuzawa

    Chemistry An Asian Journal　15　(17)　e202200239-e202200239　2022/05

    Publisher: Wiley

    DOI： 10.1002/asia.202200239 　

    ISSN： 1861-4728

    eISSN： 1861-471X

  26. Synthesis and properties of 5,5’-diethynyl indigos and their polymers using Glaser coupling reaction Peer-reviewed

    Satoshi Kenmochi, Kazuya Kanemoto, Tomiki Ikeda, Shin-ichi Fukuzawa

    Fac. Sci. Eng., Chuo Univ.　(27)　35-46　2022/03

  27. Diastereoselective Conversion of Cyclopropanols to Cyclopentane-1,3-diols via Aldol Dimerization of Zinc Homoenolates Peer-reviewed

    Kento Tsukiji, Yoshiya Sekiguchi, Kazuya Kanemoto, Naohiko Yoshikai

    Chemistry Letters　2022

    DOI： 10.1246/cl.220311 　

  28. Trifluoroacetic Acid-Mediated Desulfurilative Sulfonylation of Activated Olefins Using Potassium p-Toluenethiosulfonate Peer-reviewed

    Tokiharu Watanabe, Kazuya Kanemoto, Shin-ichi Fukuzawa

    Bulletin of the Faculty of Science and Engineering, Chuo University　(27)　15-33　2022

  29. Cationic Iridium-Catalyzed Asymmetric Decarbonylative Aryl Addition of Aromatic Aldehydes to Bicyclic Alkenes Peer-reviewed

    Reina Nonami, Yusei Morimoto, Kazuya Kanemoto, Yasunori Yamamoto, Tomohiko Shirai

    Chemistry - A European Journal　2022

    Publisher: Wiley

    DOI： 10.1002/chem.202104347 　

    ISSN： 0947-6539

    eISSN： 1521-3765

  30. Synthesis and Evaluation of Novel Planar-Chiral Monophosphine Ligands Bearing Ferrocene-Triazole Backbones Invited Peer-reviewed

    Suguru Sakai, Kazuya Kanemoto, Shin-ichi Fukuzawa

    European Journal of Inorganic Chemistry　2022　(6)　e202100967-e202100967　2022

  31. Silver/ThioClickFerrophos-Catalyzed 1,3-Dipolar Cycloaddition and Tandem AdditionElimination Reaction of MoritaBaylisHillman Adducts Peer-reviewed

    Yuko Suzuki, Kazuya Kanemoto, Ayana Inoue, Kazumi Imae, Shin-ichi Fukuzawa

    The Journal of Organic Chemistry　2021/10

    DOI： 10.1021/acs.joc.1c01440 　

  32. Copper-Catalyzed Single C−H Amination of 8-Aminoquinoline-Directed Ferrocenes Peer-reviewed

    Kazuya Kanemoto, Nao Horikawa, Shun Hoshino, Yuichiro Tokoro, Shin-ichi Fukuzawa

    Organic Letters　2021/06

    DOI： 10.1021/acs.orglett.1c01294 　

  33. Palladium-Catalyzed Sulfinylation of Aryl- and Alkenylborons with Sulfinate Esters Peer-reviewed

    Minori Suzuki, Kazuya Kanemoto, Yu Nakamura, Takamitsu Hosoya, Suguru Yoshida

    Organic Letters　23　(9)　3793-3797　2021/05/07

    DOI： 10.1021/acs.orglett.1c01292 　

    ISSN： 1523-7060

    eISSN： 1523-7052

  34. Acid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonatefonate Peer-reviewed

    Kazuya Kanemoto, Koudai Furuhashi, Yoshitsugu Morita, Teruyuki Komatsu, Shin-ichi Fukuzawa

    23　(5)　1582-1587　2021/02

  35. Copper-catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Iminoesters to Unsaturated Sultones Peer-reviewed

    Shohei Furuya, Kazuya Kanemoto, Shin-ichi Fukuzawa

    The Journal of Organic Chemistry　2020/05/29

    Publisher: American Chemical Society (ACS)

    DOI： 10.1021/acs.joc.0c01023 　

    ISSN： 0022-3263

    eISSN： 1520-6904

  36. Cationic Iridium/Chiral Bisphosphine‐Catalyzed Enantioselective Hydroacylation of Ketones Peer-reviewed

    Tomohiko Shirai, Tomoya Iwasaki, Kazuya Kanemoto, Yasunori Yamamoto

    Chemistry – An Asian Journal　2020/05/27

    Publisher: Wiley

    DOI： 10.1002/asia.202000386 　

    ISSN： 1861-4728

    eISSN： 1861-471X

  37. Functionalization of a Single C–F Bond of Trifluoromethylarenes Assisted by an ortho-Silyl Group Using a Trityl-Based All-in-One Reagent with Ytterbium Triflate Catalyst Peer-reviewed

    Youngchan Kim, Kazuya Kanemoto, Ken Shimomori, Takamitsu Hosoya, Suguru Yoshida*

    Chemistry - A European Journal　26　(28)　6136-6140　2020/03

    DOI： 10.1002/chem.202001315 　

    ISSN： 0947-6539

    eISSN： 1521-3765

  38. Synthesis of Phenoxathiins and Phenothiazines by Aryne Reactions with Thiosulfonates Peer-reviewed

    Kazuya Kanemoto, Yuki Sakata, Takamitsu Hosoya, Suguru Yoshida*

    Chemistry Letters　2020/03

    DOI： 10.1246/cl.200132 　

  39. Facile Synthesis of Diverse o-Iodoaryl Triflates from o-Silylaryl Triflates by Aluminum-Mediated Desilyliodination Peer-reviewed

    Suguru Yoshida, Yuki Hazama, Kazuya Kanemoto, Yu Nakamura, Takamitsu Hosoya

    Chemistry Letters　48　(7)　742-745　2019

    DOI： 10.1246/cl.190223 　

    ISSN： 0366-7022

    eISSN： 1348-0715

  40. Modular Synthesis of Unsymmetrical Doubly-ring-fused Benzene Derivatives Based on a Sequential Ring Construction Strategy Using Oxadiazinones as a Platform Molecule Peer-reviewed

    Tomohiro Meguro, Shengnan Chen, Kazuya Kanemoto, Suguru Yoshida, Takamitsu Hosoya

    Chemistry Letters　48　(6)　582-585　2019

    DOI： 10.1246/cl.190118 　

    ISSN： 0366-7022

    eISSN： 1348-0715

  41. Copper-catalyzed Regio- and Diastereoselective 1,3-Dipolar Cycloaddition Reactions of Glycine Imino Esters with 1-Propene-1,3-sultone Peer-reviewed

    Shohei Furuya, Shuma Kato, Kazuya Kanemoto, Shin-ichi Fukuzawa

    Eur. J. Org. Chem.　2019　(28)　4561-4565　2019

    DOI： 10.1002/ejoc.201900738 　

  42. Synthesis of Alkynyl Sulfides by Copper-Catalyzed Thiolation of Terminal Alkynes Using Thiosulfonates Peer-reviewed

    Kazuya Kanemoto, Suguru Yoshida, Takamitsu Hosoya

    Organic Letters　21　(9)　3172-3177　2019

    Publisher: American Chemical Society (ACS)

    DOI： 10.1021/acs.orglett.9b00875 　

    ISSN： 1523-7060

    eISSN： 1523-7052

  43. Modified conditions for copper-catalyzed ipso-thiolation of arylboronic acid esters with thiosulfonates Peer-reviewed

    Kazuya Kanemoto, Suguru Yoshida, Takamitsu Hosoya

    Chemistry Letters　47　(1)　85-88　2018

    Publisher: Chemical Society of Japan

    DOI： 10.1246/cl.170907 　

    ISSN： 1348-0715 0366-7022

  44. Rhodium-catalyzed odorless synthesis of diaryl sulfides from borylarenes and S-aryl thiosulfonates Peer-reviewed

    Kazuya Kanemoto, Yasuyuki Sugimura, Shigeomi Shimizu, Suguru Yoshida, Takamitsu Hosoya

    CHEMICAL COMMUNICATIONS　53　(77)　10640-10643　2017/10

    DOI： 10.1039/c7cc05868c 　

    ISSN： 1359-7345

    eISSN： 1364-548X

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Presentations 8

  1. 試薬開発が拓く非対称ジスルフィドの多様性合成 〜プロセス開発の経験も活かした試薬開発〜 Invited

    金本 和也

    「生体適合化学の進歩」インタラクティブフォーラム　2024/08/26

  2. Diverse Synthesis of Various Unsymmetrical Disulfides Facilitated by a Novel Disulfurating Reagent

    Kazuya Kanemoto

    30th International Symposium on the Organic Chemistry of Sulfur　2024/07/31

  3. Cu-Catalyzed [3+2] Cycloaddition for the N-Terminal-Specific Modification of Peptides

    Kazuya Kanemoto, Haruka Machida, Naohiko Yoshikai

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry　2023/11/23

  4. Diverse Synthesis of Unsymmetrical Disulfides Facilitated by a Novel Disulfurating Reagent Invited

    Kazuya Kanemoto

    2025/03/27

  5. 選択的アゾメチンイリド発生を介したN末端選択的な ペプチド修飾法の開発 Invited

    金本 和也

    第 1 回分子創成シンポジウム　2024/10/12

  6. 新規ジスルフィド試薬の直交的脱離基変換が可能とする非対称ジスルフィドの多様性合成

    金本 和也, 浅沼 隼人, 鷹見 優月, 大野 響己, 吉戒 直彦

    第53回複素環化学討論会　2024/10/10

  7. N-Terminal-Specific Dual Modification of Peptides through Site-Selective Generation of Metalated Azomethine Ylides Invited

    Kazuya Kanemoto

    The 12th Singapore International Chemistry Conference (SICC-12)　2024

  8. Introduction of Two Modules into a Peptide by N-Terminal-Specific [3+2] Cycloaddition

    Kazuya Kanemoto, Haruka Machida, Naohiko Yoshikai

    2023/10/14

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Research Projects 16

  1. チイラニウム・チイレニウム中間体を経由する複雑なジスルフィドのモジュラー合成

    Offer Organization: 日本学術振興会

    System: 科学研究費助成事業

    Category: 基盤研究(C)

    Institution: 東北大学

    2025/04 - 2028/03

  2. ペプチドの均一な多重修飾を可能にする末端選択的三成分反応の開発

    Offer Organization: 小林財団

    Category: 小林財団研究助成

    2024/03 - 2027/03

  3. デジタル技術を駆使した位置選択的ペプチド修飾反応の開発

    System: 2024(令和6)年度 東北大学－産総研マッチング研究支援事業

    Institution: 東北大学・産総研

    2024/04 - 2025/03

  4. 2023年度野口遵研究助成金

    2024/04 - 2025/03

  5. ペプチドへの多成分集積を可能にする三成分カップリング反応の開発

    Offer Organization: 公益財団法人 薬学研究奨励財団

    System: 公益財団法人 薬学研究奨励財団 研究助成

    2023/04 - 2025/03

  6. 第36回 ノバルティス研究奨励金

    Offer Organization: 公益財団法人ノバルティス科学振興財団

    2023/04 - 2024/03

  7. ２つの反応点への置換基集積による，多彩なポリスルフィドの合成法の開発

    System: 日本学術振興会 科学研究費助成事業 若手研究

    Category: 日本学術振興会 科学研究費助成事業 若手研究

    2022/04 - 2024/03

  8. 弱い結合の選択的変換を志向した脱離基設計による，ポリスルフィド類の多様性合成法の開発 Competitive

    2021/04/01 - 2023/03/31

  9. 公益財団法人 高橋産業経済研究財団 助成

    Offer Organization: 公益財団法人 高橋産業経済研究財団

    2022/04 - 2023/03

  10. 上原記念生命科学財団 研究奨励金

    2022/04 - 2023/03

  11. 弱い結合の選択的変換を志向した脱離基設計によるポリスルフィド類の多様性合成法の開発

    Offer Organization: 公益社団法人 有機合成化学協会

    2021/04 - 2023/03

  12. 活性種の構造的発生要件に着目した，ペプチド類のピンポイント修飾法の開発

    Offer Organization: 公益財団法人 高橋産業経済研究財団

    Category: 公益財団法人 高橋産業経済研究財団

    2021/04 - 2022/03

  13. タンパク質のピンポイント修飾を志向した，1,3-双極子の変換法の開発

    Offer Organization: 東京生化学研究会

    2021/04 - 2022/03

  14. 強固な炭素-炭素結合形成を伴う，ペプチド類のN末端選択的修飾法の開発

    金本 和也

    Offer Organization: (公財)加藤記念バイオサイエンス振興財団

    System: 加藤記念研究助成

    Institution: 中央大学

    2020/04 - 2022/03

  15. N-terminal modification of peptides by selective formation of azomethine ylides

    Kanemoto Kazuya

    Offer Organization: Japan Society for the Promotion of Science

    System: Grants-in-Aid for Scientific Research Grant-in-Aid for Early-Career Scientists

    Category: Grant-in-Aid for Early-Career Scientists

    Institution: Chuo University

    2020/04 - 2022/03

    More details Close

    Peptide modification is an important method for drug conjugation, bioimaging, and material development. However, site selective modification of peptides is still challenging owing to the existence of several reaction sites and interactions. Recently, N-terminal modification of peptides has attracted increasing attention as a site selective modification, because there is only one N-terminal residue in a peptide. In addition, N-terminal positions are accessible for chemical modification, and disruption of peptide conformation is minimal. Despite their utility, the present N-terminal modification causes some problems, such as equilibrium dissociation. In this study, we developed an N-terminal modification of peptides by applying metal-catalyzed 1,3-dipolar cycloaddition, leading to a strong C-C bond. The reaction proceeded efficiently to achieve excellent diastereoselectivity to afford the corresponding pyrrolidine derivatives.

  16. 脱離基の選択的利用を鍵とする，多彩なポリスルフィド類の迅速合成法の開発 Competitive

    金本 和也

    Category: 2019年度 第2回 研究活動スタート支援

    2019/09 - 2021/03

    More details Close

    多数の硫黄原子が連なった特異な構造を有するポリスルフィド類は，タンパク質の構造変化などの生体現象の解明や，生命科学分野や食品科学分野での多彩な応用が期待される化合物群であるが，これらを「S数」を制御しながら精密に合成することは困難であった．これに対して本研究課題では，硫黄原子上の反応点を見分ける新手法を開発することで，ポリスルフィド類の自在な構造展開を可能とし，生命科学分野での応用研究に貢献することを目指す．

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