研究業績

原著論文

*2023年以前は宮本のものをピックアップしております。

  1. K. Sakamoto, K. Miyamoto,* M. Kubota, T. Matsunaga, S. Kamino, M. Uchiyama,* Iodo-decarboxylation of Aliphatic Carboxylic Acids with PhI(OAc)2 and CHI3 under Ambient Conditions.
    Org. Lett. 2025, 27, in press. DOI: 10.1021/acs.orglett.5c00924.
  2. Y. Kitazawa,* T. Inoue, Y. Koike, K. Miyamoto, M. Uchiyama,* M. Kimura,* Borenium Ylide-Mediated 12-B Arylation of Carborane Anions.
    JACS Au20255, in press. DOI: 10.1021/jacsau.4c00854.
  3. K. Hanaya,* K. Taguchi, Y. Wada, M. Kawano, One-Step Maleimide-Based Dual Functionalization of Protein N-Termini.
    Angew. Chem. Int. Ed. 2025, 64, e202417134. DOI: 10.1002/anie.202417134.
  4. T. Matsuyama,* H. Ishida, C. Wang,* K. Miyamoto, M. Nakajima, N. Toriumi, Y. Nagashima, M. Uchiyama,* Transition-Metal-Free Thioboration of Terminal Alkynes.
    JACS Au 20244, 4927–4933. DOI: 10.1021/jacsau.4c00907.
  5. K. Koyamada, K. Miyamoto,* M. Uchiyama,* Room-temperature Synthesis of m-Benzyne.
    Nat. Synth. 20243, 1083–1090. DOI: 10.1038/s44160-024-00572-y.
  6. M. Nakahara, Y. Wada, M. Kawano, K. Hanaya, T. Sugai, S. Higashibayashi,* Synthesis and property of 2,2-difluoro-1,4-diazaborole.
    Chem. Lett. 2024, 53, upae069. DOI: https://doi.org/10.1093/chemle/upae069.
  7. T. Sugai,* K. Honda, R. Hashimoto, K. Hanaya, S. Higashibayashi, Utilization of lipase-catalyzed acetylation and deacetylation in the synthesis of a natural product with a hydroquinone skeleton. Asian J. Org. Chem. 2024, 13, e202400303. DOI: 10.1002/ajoc.202400303.
  8. Ito, C. K. Taguchi,* T. Yamada, K. Hanaya, Y. Enoki, T. Sugai, T. Komatsu, K. Matsumoto, Dual delivery of carbon monoxide and doxorubicin using haemoglobin–albumin cluster: proof of concept for well-tolerated cancer therapy, J. Mater. Chem. B 2024, 12, 5600–5608. DOI: 10.1039/D4TB00123K.
    • ↑2024年 / ↓2023年 
  9. R. Ushimaru, L. Cha, S. Shotaro, X. Li, J. Paris, T. Mori, K. Miyamoto, L. Coffer, M. Uchiyama, Y. Guo, W. Chang,* I. Abe* Mechanistic Analysis of the Stereodivergent Nitroalkane Cyclopropanation Catalyzed by Nonheme Iron Enzymes.
    J. Am. Chem. Soc2023145, 24210–24217. DOI: 10.1021/jacs.3c08413.
  10. M. Fukaya, S. Nagamine, M. Ozeki, T. Matsuyama, M. Sato, K. Miyamoto, H. Kawagishi, K. Watanabe, T. Ozaki, M. Uchiyama, H. Oikawa,* A. Minami,* Total Biosynthesis of Melleolides from Basidiomycota Fungi: Mechanistic Analysis of Bifunctional GMC-type Oxidase Family Protein Mld7.
    Angew. Chem. Int. Ed. 2023, 62, e202308881. DOI: 10.1002/anie.202308881.
  11. D. Kurita, H. Sato,* K. Miyamoto, M. Uchiyama,* Mechanistic Investigation of the Degradation Pathways of alpha-beta/alpha-alpha Bridged Epipolythiodioxopiperazines (ETPs).
    J. Org. Chem. 2023, 88, 12797–12801. DOI: 10.1021/acs.joc.3c01061.
  12. J. Nogami, D. Hashizume,* Y. Nagashima, K. Miyamoto, M. Uchiyama, K. Tanaka,* Catalytic Stereoselective Synthesis of Doubly, Triply, and Quadruply Twisted Aromatic Belts.
    Nat. Synth. 2023, 2, 888–897. DOI: 10.1038/s44160-023-00318-2.
  13. S. Yanagi, A. Matsumoto, N. Toriumi,* Y. Tanaka, K. Miyamoto, A. Muranaka, M. Uchiyama,* A Switchable Near-Infrared-Absorbing Dye Based on Redox-Bistable Benzitetraazaporphyrin.
    Angew. Chem. Int. Ed. 2023, 62, e202218358. DOI: 10.1002/anie.202218358.
  14. S. Ishigaki, Y. Nagashima,* D. Yukimori, J. Tanaka, T. Matsumoto, K. Miyamoto, M. Uchiyama,* K. Tanaka,* Dearomative Triple Elementalization of Quinolines Driven by Visible Light.
    Nat. Commun. 2023, 14, 652. DOI: 10.1038/s41467-023-36161-4.
  15. D. Sato, A. Tsubouchi, Y. Watanabe, K. Noguchi, K. Miyamoto, M. Uchiyama, A. Saito,* Cycloisomerization of Enynones by Aluminum Halides: Construction of Bicyclo[3.1.0]hexanes by Introducing Halides.
    Org. Chem. Front. 2023, 1112–1118. DOI: 10.1039/d2qo01845d.
  16. H. S. Rzepa,* M. Arita, K. Miyamoto,* M. Uchiyama,* A Combined DFT-predictive and Experimental Exploration of the Sensitivity towards Nucleofuge Variation in Zwitterionic Intermediates Relating to Mechanistic Models for Unimolecular Chemical Generation and Trapping of Free C2 and Alternative Bimolecular Pathways Involving No Free C2.
    Phys. Chem. Chem. Phys. 2022, 24, 25816–25821. DOI: 10.1039/D2CP01214F.
  17. T. Iida, J. Kanazawa, T. Matsunaga, K. Miyamoto, K. Hirano,* M. Uchiyama,* Practical and Facile Access to Bicyclo[3.1.1]heptanes: Potent Bioisosteres of meta-Substituted Benzenes.
    J. Am. Chem. Soc. 2022, 144, 21848–21852. DOI: 10.1021/jacs.2c09733.
  18. S. Sunagawa, F. Morisaki, T. Baba, A. Tsubouchi, A. Yoshimura, K. Miyamoto, M. Uchiyama, A. Saito,* In situ Generation of N-Triflylimino-λ3-iodanes: Application to Imidation of Phosphines and Catalytic α-Amidation of 1,3-Dicarbonyl Compounds.
    Org. Lett. 2022, 24, 5230–5234. DOI: 10.1021/acs.orglett.2c02264.
  19. J. Nogami, Y. Nagashima, H. Sugiyama, K. Miyamoto, Y. Tanaka, H. Uekusa, A. Muranaka, M. Uchiyama, K. Tanaka,* Synthesis of Cyclophenacene- and Chiral-Type Cyclophenylene–Naphthylene Belts.
    Angew. Chem. Int. Ed. 2022, 61, e202200800. DOI: 10.1002/anie.202200800.
  20. S. Shimo, R. Ushimaru,* A. Engelbrecht, M. Harada, K. Miyamoto, A. Kulik, M. Uchiyama, L. Kaysser,* Ikuro Abe,* Stereodivergent Nitrocyclopropane Formation During Biosynthesis of Belactosins and Hormaomycins.
    J. Am. Chem. Soc. 2021, 143, 18413–18418. DOI: 10.1021/jacs.1c10201.
  21. X. Wei, T. Matsuyama, H. Sato, D. Yan, P. M. Chan, K. Miyamoto, M. Uchiyama,* Y. Matsuda,* Molecular and Computational Bases for Spirofuranone Formation in Setosusin Biosynthesis.
    J. Am. Chem. Soc. 2021, 143, 17708–17715. DOI: 10.1021/jacs.1c08336.
  22. H. Sato,* B.-X. Li, T. Takagi, C. Wang, K. Miyamoto, M. Uchiyama,* DFT Study on the Biosynthesis of Verrucosane Diterpenoids and Mangicol Sesterterpenoids: Involvement of Secondary-carbocation-free Reaction Cascades.
    JACS Au 2021, 1, 1231–1239. DOI: 10.1021/jacsau.1c00178.
  23. H. Sato,* T. Takagi, K. Miyamoto, M. Uchiyama,* Theoretical Study on the Mechanism of Spirocyclization in Spiroviolene Biosynthesis.
    Chem. Pharm. Bull202169, 1034–1038. DOI: 10.1248/cpb.c21-00536.
  24. J. Morimoto, K. Miyamoto, Y. Ichikawa, M. Uchiyama, M. Makishima, Y. Hashimoto, M. Ishikawa,* Improvement in Aqueous Solubility of Achiral Symmetric Cyclofenil by Modification to A Chiral Asymmetric Analog.
    Sci. Rep202111, 12697. DOI: 10.1038/s41598-021-92028-y.
  25. K. Miyamoto,* M. Saito, S. Tsuji, T. Takagi, M. Shiro, M. Uchiyama,* M. Ochiai,* Benchtop-Stable Hypervalent Bromine(III) Compounds: Versatile Strategy and Platform for Air- and Moisture-Stable λ3‑Bromanes.
    J. Am. Chem. Soc. 2021, 143, 9327–9331. DOI: 10.1021/jacs.1c04536.
  26. K. Miyamoto,* Y. Watanabe, T. Takagi, T. Okada, T. Toyama, S. Imamura, M. Uchiyama,* CO2-activated NaClO-5H2O Enabled Smooth Oxygen Transfer to Iodoarene: A Highly Practical Synthesis of Iodosylarene.
    Arkivoc 2021, 7, 1–11. DOI: 10.24820/ark.5550190.p011.493. [Invited, special issue, Hypervalent Iodine Chemistry, part 2]
  27. K. Miyamoto,* S. Narita, Y. Masumoto, T. Hashishin, T. Osawa, M. Kimura, M. Ochiai, M. Uchiyama,* Reply to “A Thermodynamic Assessment of the Reported Room-temperature Chemical Synthesis of C2”.
    Nat. Commun. 2021, 12, 1245. DOI: 10.1038/s41467-021-21433-8. [Response to a Matter Arising]
  28. K. Sakamoto, Y. Nagashima,* C. Wang, K. Miyamoto, K. Tanaka, M. Uchiyama,* Illuminating Stannylation.
    J. Am. Chem. Soc. 2021, 143, 5629–5635. DOI: 10.1021/jacs.1c00887.
  29. T. Matsunaga, J. Kanazawa,* T. Ichikawa, M. Harada, Y. Nishiyama, N. T. Duong, T. Matsumoto, K. Miyamoto,* M. Uchiyama,* α-Cyclodextrin Encapsulation of Bicyclo[1.1.1]pentane Derivatives: A Storable Feedstock for Preparation of [1.1.1]Propellane.
    Angew. Chem. Int. Ed. 2021, 60, 2169–2703. DOI: 10.1002/anie.202016348.
  30. K. Miyamoto,* T. Okada, T. Toyama, S. Imamura, M. Uchiyama,* Facile Preparation of 1-Hydroxy-1,2-Benziodoxol-3(1H)-One 1-Oxide (IBX) and Dess–Martin Reagent Using Sodium Hypochlorite under Carbon Dioxide.
    Heterocycles 2021, 103, 694–698. DOI: 10.3987/COM-20-S(K)66. [Invited, Yasuyuki Kita’s Special Issues]
  31. M. Watanabe, J. Kanazawa,* T. Hamamura, T. Shimokawa, K. Miyamoto, M. Hibino, K. Nakura, Y. Inatomi, Y. Kitazawa, M. Uchiyama,* Boron-Vertex Modification of Carba-closo-dodecaborate for High-Performance Magnesium-Ion Battery Electrolyte.
    Mater. Adv. 20212, 937–941. DOI: 10.1039/D0MA00925C.
  32. H. Sato,* T. Hashishin, J. Kanazawa, K. Miyamoto, M. Uchiyama,* DFT Study of A Missing Piece in Brasilane-Type Structure Biosynthesis: An Unusual Skeletal Rearrangement.
    J. Am. Chem. Soc. 2020, 142, 19830–19834. DOI: 10.1021/jacs.0c09616.
  33. K. Hirano,* K. Morimoto, S. Fujioka, K. Miyamoto, A. Muranaka, M. Uchiyama,* Nucleophilic Diboration Strategy Targeting Diversified 1-Boraphenarene Architectures.
    Angew. Chem. Int. Ed. 2020, 59, 21448–21453. DOI: 10.1002/anie.202009242.
  34. T. Okamura, K. Koyamada, J. Kanazawa, K. Miyamoto, Y. Iwabuchi, M. Uchiyama, N. Kanoh,* Synthetic Access to gem-Difluoropropargyl Vinyl Ethers and Their Application to Propargyl Claisen Rearrangement.
    J. Org. Chem. 2020, 86, 1911–1924. DOI: 10.1021/acs.joc.0c01777.
  35. A. Watanabe, K. Koyamada, K. Miyamoto,* J. Kanazawa, M. Uchiyama,* Decarboxylative Bromination of Sterically Hindered Carboxylic Acids with Hypervalent Iodine(III) Reagents.
    Org. Proc. Res. Dev. 2020, 24, 1328–1334. DOI: 10.1021/acs.oprd.0c00130.
  36. K. Miyamoto,* S. Narita, Y. Masumoto, T. Hashishin, T. Osawa, M. Kimura, M. Ochiai, M. Uchiyama,* Room-temperature Chemical Synthesis of C2.
    Nat. Commun. 2020, 11, 2134. DOI: 10.1038/s41467-020-16025-x.
  37. Y. Watanabe, T. Takagi, K. Miyamoto,* J. Kanazawa, M. Uchiyama,* Shelf-Stable (E)- and (Z)-Vinyl-λ3-chlorane: A Stereospecific Hyper-vinylating Agent.
    Org. Lett2020, 22, 3469–3473. DOI: 10.1021/acs.orglett.0c00924.
  38. D. Sato, Y. Watanabe, K. Noguchi, J. Kanazawa, K. Miyamoto, M. Uchiyama,* A. Saito,* BF3-Catalyzed Skeletal Rearrangement of 7-En-2-ynones to endo-Type Cyclic Dienes.
    Org. Lett. 2020, 22, 4063–4067. DOI: 10.1021/acs.orglett.0c00949.
  39. S. Kinoshita, R. Yamano, Y. Shibata, Y. Tanaka, K. Hanada, T. Matsumoto, K. Miyamoto, A. Muranaka, M. Uchiyama, K. Tanaka,* Rhodium-Catalyzed Highly Diastereo- and Enantioselective Synthesis of A Configurationally Stable S-Shaped [11]Helicene-Like Molecule.
    Angew. Chem. Int. Ed. 202059, 11020–11027. DOI: 10.1002/anie.202001794.
  40. T. Hashishin, T. Osawa, K. Miyamoto,* M. Uchiyama,* Practical Synthesis of Ethynyl(phenyl)-λ3-iodane Using Calcium Carbide as an Ethynyl Group Source.
    Front. Chem. 2020, 8, 12–16. DOI: 10.3389/fchem.2020.00012.
  41. M. Kondo, J. Kanazawa,* T. Ichikawa, T. Shimokawa, Y. Nagashima, K. Miyamoto, M. Uchiyama,* Silaboration of [1.1.1]Propellane: Storable Feedstock for Bicyclo[1.1.1]pentane Derivatives.
    Angew. Chem. Int. Ed. 2020, 59, 1970–1974. DOI: 10.1002/anie.201909655.
  42. S. Isomura, M. Anzai, C. Kobayashi, Y. Okuno, K. Miyamoto, M. Uchiyama, Y. Sato,* Chennat-Type Synthesis of 1,4-Dihydropyridine Derivatives in Water: Role of a Hydrogen-Bonding Network.
    ChemistrySelect 2020, 5, 2075–2077. DOI: 10.1002/slct.201904144.
  43. N. Tezuka,* K. Hirano,* A. J. Peel, A. E. H. Wheatley, K. Miyamoto, M. Uchiyama,* Lipshutz-type Bis(amido)argentate for Directed ortho Argentation.
    Chem. Sci. 2020, 11, 1855–1861. DOI: 10.1039/C9SC06060J.
  44. M. Nogami, K. Hirano,* K. Morimoto, M. Tanioka, K. Miyamoto, A. Muranaka, M. Uchiyama, Alkynylboration Reaction Leading to Boron-containing π-Extended cis-Stilbenes as a Highly Tunable Fluorophore.
    Org. Lett. 2019, 21, 3392–3395. DOI: 10.1021/acs.orglett.9b01132.
  45. M. Nakajima K. Miyamoto,* K. Hirano, M. Uchiyama,* Diaryl-λ3-chloranes: Versatile Synthesis and Unique Reactivity as Aryl Cation Equivalent.
    J. Am. Chem. Soc. 2019, 141, 6499–6503. DOI: 10.1021/jacs.9b02436.
  46. A. Watanabe, K. Miyamoto,* T. Okada, T. Asawa, M. Uchiyama,* Safer Synthesis of (Diacetoxyiodo)arenes using Sodium Hypochlorite Pentahydrate (NaClO•5H2O).
    J. Org. Chem. 2018, 83, 14262–14268. DOI: 10.1021/acs.joc.8b02541.
  47. G. Akimoto, M. Otsuka, K. Miyamoto, A. Muranaka, D. Hashizume, R. Takita,* M. Uchiyama,* One-pot Annulation for Biaryl-fused Monocarba-closo-dodecaborate via Aromatic B–H Bond Disconnection.
    Chem. Asian J. 2018, 13, 913–917. DOI: /10.1002/asia.201800053.
  48. N. Toriumi,* N. Asano, K. Miyamoto, A. Muranaka, M. Uchiyama,* N-Alkynylpyridinium Salts: Highly Electrophilic Alkyne-Pyridine Conjugates as Precursors of Cationic Nitrogen-Embedded Polycyclic Aromatic Hydrocarbons.
    J. Am. Chem. Soc. 2018, 140, 3858–3862. DOI: 10.1021/jacs.8b00356.
  49. Y. Kitazawa,* M. Watanabe, Y. Masumoto, M. Otsuka, K. Miyamoto, A. Muranaka, D. Hashizume, R. Takita, M. Uchiyama,* “Dumbbell”- and “Clackers”-Shaped Dimeric Derivatives of Monocarba-closo-dodecaborate.
    Angew. Chem. Int. Ed. 2018, 57, 1501–1504. DOI: 10.1002/anie.201710122.
  50. Y. Masumoto, K. Miyamoto,* T. Iuchi, M. Ochiai, K. Hirano, T. Saito, C. Wang, M. Uchiyama,* Mechanistic Study on Aryl Exchange Reaction of Diaryl-λ3-iodane with Aryl Iodide.
    J. Org. Chem. 2018, 83, 289–295. DOI: 10.1021/acs.joc.7b02701.
  51. K. Miyamoto,* M. M. Hoque, Y. Senoh, M. I. Ali, H. Nemoto,* T. Mandai,* Oxidative α-Acetoxylation of a β-Oxime Ester with (Diacetoxyiodo)benzene Catalyzed by ScIII Salts: An Approach to the Docetaxel Side Chain.
    Eur. J. Org. Chem. 2018, 2841–2845. DOI: 10.1002/ejoc.201800292.
  52. Y. Okamoto, M. Tanioka,* A. Muranaka,* K. Miyamoto, T. Aoyama, X. Ouyang, S. Kamino, D. Sawada, M. Uchiyama,* Stable Thiele’s Hydrocarbon Derivatives Exhibiting Near-Infrared Absorption/Emission and Two-Step Electrochromism.
    J. Am. Chem. Soc. 2018, 140, 17857–17861. DOI: 10.1021/jacs.8b11092.
  53. K. Miyamoto,* J. Yamashita, S. Narita, Y. Sakai, K. Hirano, T. Saito, C. Wang, M. Ochiai, M. Uchiyama,* Iodoarene-catalyzed Oxidative Transformations Using Molecular Oxygen.
    Chem. Commun. 2017, 53, 9781–9784. DOI: 10.1039/C7CC05160C.
  54. R. Kawasumi, S. Narita, K. Miyamoto,* K. Tominaga, R. Takita, M. Uchiyama,* One-step Conversion of Levulinic Acid to Succinic Acid Using I2 / t-BuOK System: The Iodoform Reaction Revisited.
    Sci. Rep. 2017, 7, 17967. DOI: 10.1038/s41598-017-17116-4.
  55. M. Nogami, K. Hirano,* M. Kanai, C. Wang, T. Saito, K. Miyamoto, A. Muranaka, M. Uchiyama,* Transition Metal-Free trans-Selective Alkynylboration of Alkynes.
    J. Am. Chem. Soc. 2017, 139, 12358–12361. DOI: 10.1021/jacs.7b06212.
  56. D. Wang, M. Kawahata, Z. Yang, K. Miyamoto, S. Komagawa, K. Yamaguchi,* C. Wang,* M. Uchiyama,* Stille Coupling via C–N Bond Cleavage.
    Nat. Commun. 2016, 7, 12937. DOI: 10.1038/ncomms12937.
  57. Z. Yang, D. Wang, H. Ogawa, H. Minami, T. Ozaki, T. Saito, K. Miyamoto, C. Wang,* M. Uchiyama,* Cross-Coupling of Organolithium with Ethers or Aryl Ammonium Salts by C–O or C–N Bond Cleavage.
    Chem. Eur. J. 2016, 22, 15693–15699. DOI: 10.1002/chem.201603436.
  58. K. Harada, N. Tezuka, K. Hirano,* K. Miyamoto, T. Saito, M. Uchiyama,* Rhodium-catalyzed (Perfluoroalkyl)olefination of Acetanilides Leading to Perfluoroalkylated Aromatics.
    Chem. Pharm. Bull. 2016, 64, 1442–1444. DOI: 10.1248/cpb.c16-00588.
  59. N. Tezuka, K. Shimojo, K. Hirano,* S. Komagawa, K. Yoshida, C. Wang, K. Miyamoto, T. Saito, R. Takita, M. Uchiyama,* Direct Hydroxylation and Amination of Arenes via Deprotonative Cupration.
    J. Am. Chem. Soc. 2016, 138, 9166–9171. DOI: 10.1021/jacs.6b03855.
  60. M. Kubota, T. Saito,* K. Miyamoto, K. Hirano, C. Wang, M. Uchiyama,* Gold-Catalyzed Annulation of Alkyne Alcohols: Regioselective Construction of Functionalized 6,6- and 6,7-Bicyclic Ethers.
    Chem. Pharm. Bull. 2016, 64, 845–855. DOI: 10.1248/cpb.c16-00150.
  61. K. Miyamoto,* S. Iwasaki, R. Doi, T. Ota, Y. Kawano, J. Yamashita, Y. Sakai, N. Tada, M. Ochiai, S. Hayashi, W. Nakanishi, M. Uchiyama,* Mechanistic Studies on the Generation and Properties of Super-electrophilic Singlet Carbenes from Bis(perfluoroalkanesulfonyl)bromonium Ylides.
    J. Org. Chem. 2016, 81, 3188–3198. DOI: 10.1021/acs.joc.6b00142.
  62. K. Harada, M. Nogami, K. Hirano, D. Kurauchi, H. Kato, K. Miyamoto, T. Saito, M. Uchiyama, Allylic Borylation of Tertiary Allylic Alcohols: A Divergent and Straightforward Access to Allylic Boronates.
    Org. Chem. Front. 2016, 3, 565–569. DOI: 10.1039/C6QO00009F.
  63. M. Otsuka, R. Takita,* J. Kanazawa, K. Miyamoto, A. Muranaka, M. Uchiyama,* Conjugation between sigma- and pi-Aromaticity in 1-C-Arylated Monocarba-closo-dodecaborate Anions.
    J. Am. Chem. Soc. 2015, 137, 15082–15085. DOI: 10.1021/jacs.5b10321.
  64. D. Kurauchi, K. Hirano,* H. Kato, T. Saito, K. Miyamoto, M. Uchiyama,* Dialkylzinc-Mediated Allylic Polyfluoroarylation Reaction.
    Tetrahedron 2015, 71, 5849–5857. DOI: 10.1016/j.tet.2015.05.107.
  65. K. Miyamoto,* M. Hirobe, M. Uchiyama, M. Ochiai, Stereoselective Synthesis and Reaction of Gold(I) (Z)-Enethiolates.
    Chem. Commun. 2015, 51, 7962–7965. DOI: 10.1039/C5CC02000J.
  66. K. Miyamoto,* T. Ota, M. Ochiai, Metal-free C–H Amination of Unactivated Hydrocarbones with Sulfonylimino-λ3-bromanes Generated In Situ from Diacetoxybromobenzene.
    Org. Biomol. Chem. 2015, 13, 2129–2133. DOI: 10.1039/C4OB02160F.
  67. R. Kimura, Y. Sawayama, A. Nakazaki, K. Miyamoto, M. Uchiyama, T. Nishikawa,* Unexpected Metal-Free Transformation of gem-Dibromomethylene to Ketone under Acetylation Conditions.
    Chem. Asian J. 2015, 10, 1035–1041. DOI: 10.1002/asia.201403277.
  68. K. Miyamoto,* Y. Yokota, T. Suefuji, K. Yamaguchi, T. Ozawa, M. Ochiai, Reactivity of Hydroxy- and Aquo(hydroxy)-λ3-iodane–Crown Ether Complexes.
    Chem. Eur. J. 2014, 20, 5447–5453. DOI: 10.1002/chem.201304961.
  69. K. Miyamoto,* M. Suzuki, T. Suefuji, M. Ochiai, In Situ Generation Technology of β-butoxycarbonyliodonium Ylide: A Hypervalent Analogue of the Darzens Reagent.
    Eur. J. Org. Chem. 2013, 3662–3666. DOI: 10.1002/ejoc.201300413.
  70. M. Nakamura,* K. Miyamoto, K. Hayashi, A. Awaad, M. Ochiai, K. Ishimura, Time-lapse Fluorescence Imaging and Quantitative Single Cell and Endosomal Analysis of Peritoneal Macrophages using Fluorescent Organosilica Nanoparticles.
    Nanomedicine 2013, 9, 274–283. DOI: 10.1016/j.nano.2012.05.018.
  71. K. Miyamoto,* M. M. Hoque, S. Ogasa, Reductive Detriflylation of N-Triflylamides with Red-Al.
    J. Org. Chem. 2012, 77, 8317–8320. DOI: 10.1021/jo300947h.
  72. M. Ochiai,* S. Yamane, M. M. Hoque, M. Saito, K. Miyamoto, Metal-free α-CH Amination of Ethers with Hypervalent Sulfonylimino-λ3-bromane That Acts as an Active Nitrenoid.
    Chem. Commun. 2012, 48, 5280–5282. DOI: 10.1039/C2CC31523H.
  73. K. Miyamoto, Y. Sakai, S. Goda, M. Ochiai,* A Catalytic Version of Hypervalent Aryl-λ3-iodane-induced Hofmann Rearrangement of Primary Carboxamides: Iodobenzene as an Organocatalyst and m-Chloroperbenzoic Acid as A Terminal Oxidant.
    Chem. Commun. 2012, 48, 982–984. DOI: 10.1039/C2CC16360H.
  74. M. Ochiai,* K. Miyamoto, T. Kaneaki, S. Hayashi, W. Nakanishi,* Highly Regioselective Amination of Unactivated Alkanes by Hypervalent Sulfonylimino-λ3-Bromane. Science 2011, 332, 448–451.
  75. M. Ochiai,* A. Yoshimura, M. M. Hoque, T. Okubo, M. Saito, K. Miyamoto, Oxidation of Primary Aliphatic and Aromatic Aldehydes with Difluoro(aryl)-λ3-bromane.
    Org. Lett. 2011, 13, 5568–5571. DOI: 10.1021/ol202248x.
  76. M. M. Hoque, K. Miyamoto, N. Tada, M. Shiro, M. Ochiai,* Synthesis and Structure of Hypervalent Diacetoxybromobenzene and Aziridination of Olefins with Imino-λ3-bromane Generated In Situ under Metal-Free Conditions.
    Org. Lett. 2011, 13, 5428–5431. DOI: 10.1021/ol201868n.
  77. M. Ochiai,* N. Tada, K. Miyamoto, M. Shiro, Synthesis and Structure of Aliphatic Phenylchloronium Ylide.
    Heteroatom Chem. 2011, 22, 325–330. DOI: 10.1002/hc.20683.
  78. M. Ochiai,* T. Okubo, K. Miyamoto, Weakly Nucleophilic Conjugate Bases of Superacids as Powerful Nucleophiles in Vinylic Bimolecular Nucleophilic Substitutions of Simple β-Alkylvinyl(aryl)-λ3-bromanes.
    J. Am. Chem. Soc. 2011, 133, 3342–3344. DOI: 10.1021/ja200479p.
  79. M. Ochiai,* M. Naito, K. Miyamoto, S. Hayashi, W. Nakanishi, Imination of Sulfides and Sulfoxides with Sulfonylimino-λ3-Bromane under Mild, Metal-Free Conditions.
    Chem. Eur. J. 2010, 16, 8713–8718. DOI: 10.1002/chem.201000759.
  80. K. Miyamoto,* T. Okubo, M. Hirobe, M. Kunishima, M. Ochiai, Effects of Stereochemistry and β-Substituents on the Rates of Vinylic SN2 Reaction of Hypervalent Vinyl(phenyl)-λ3-iodanes with Tetrabutylammonium Halides.
    Tetrahedron 2010, 66, 5819–5826. DOI: 10.1016/j.tet.2010.04.041.
  81. Hypervalent λ3-Bromane Strategy for Baeyer-Villiger Oxidation: Selective Transformation of Primary Aliphatic and Aromatic Aldehydes to Formates, Which is Missing in the Classical Baeyer-Villiger Oxidation.
    M. Ochiai,* A. Yoshimura, K. Miyamoto, S. Hayashi, W. Nakanishi, J. Am. Chem. Soc. 2010, 132, 9236–9239. DOI: 10.1021/ja104330g.
  82. K. Miyamoto, M. Shiro, M. Ochiai,* Facile Generation of a Strained Cyclic Vinyl Cation by Thermal Solvolysis of Cyclopent-1-enyl-λ3-bromanes.
    Angew. Chem. Int. Ed. 2009, 48, 8931–8934. DOI: 10.1002/anie.200903368.
  83. M. Ochiai,* A. Yoshimura, K. Miyamoto, Oxidation of Benzyl Alcohols with Difluoro(aryl)-λ3-bromane: Formation of Benzylfluoromethyl Ethers via Oxidative Rearrangement.
    Tetrahedron Lett. 2009, 50, 4792–4795. DOI: 10.1016/j.tetlet.2009.06.042.
  84. M. Ochiai,* T. Okada, N. Tada, A. Yoshimura, K. Miyamoto, M. Shiro, Difluoro-λ3-bromane-Induced Hofmann Rearrangement of Sulfonamides: Synthesis of Sulfamoyl Fluorides.
    J. Am. Chem. Soc. 2009, 131, 8392–8393. DOI: 10.1021/ja903544d.
  85. M. Ochiai,* A. Nakano, A. Yoshimura, K. Miyamoto, S. Hayashi, W. Nakanishi, Imido Transfer of Sulfonylimino-λ3-bromane Makes Possible the Synthesis of Sulfonylimino-λ3-iodanes.
    Chem. Commun. 2009, 959–961. DOI: 10.1039/B818489E.
  86. M. Ochiai,* Y. Kawano, T. Kaneaki, N. Tada, K. Miyamoto, Direct Transfer of the Sulfonylimino Group of Imino-λ3-Bromane to N-Heterocycles and Trialkylamines: Synthesis of N-Iminoammonium Ylides under Metal-Free Conditions.
    Org. Lett. 2009, 11, 281–284. DOI: 10.1021/ol802383f.
  87. K. Miyamoto, Y. Sei, K. Yamaguchi, M. Ochiai,* Iodomesitylene-Catalyzed Oxidative Cleavage of Carbon-Carbon Double and Triple Bonds Using m-Chloroperbenzoic Acid as A Terminal Oxidant.
    J. Am. Chem. Soc. 2009, 131, 1382–1383. DOI: 10.1021/ja808829t.
  88. M. Ochiai,* N. Tada, T. Okada, A. Sota, K. Miyamoto, Thermal and Catalytic Transylidations between Halonium Ylides and Synthesis and Reaction of Stable Aliphatic Chloronium Ylides.
    J. Am. Chem. Soc. 2008, 130, 2118–2119. DOI: 10.1021/ja074624h.
  89. M. Ochiai,* T. Kaneaki, N. Tada, K. Miyamoto, H. Chuman, M. Shiro, S. Hayashi, W. Nakanishi, A New Type of Imido Group Donor: Synthesis and Characterization of Sulfonylimino-λ3-bromane that Acts as a Nitrenoid in the Aziridinatin of Olefins at Room Temperature under Metal-free Conditions.
    J. Am. Chem. Soc. 2007, 129, 12938–12939. DOI: 10.1021/ja075811i.
  90. M. Ochiai,* M. Hirobe, A. Yoshimura, Y. Nishi, K. Miyamoto, M. Shiro, Internal Delivery of Soft Chlorine and Bromine Atoms: Stereoselective Synthesis of (E)-β-Halogenovinyl(aryl)-λ3-iodanes through Domino λ3-Iodanation-1,4-Halogen Shift-Fluorination of Alkynes.
    Org. Lett. 2007, 9, 3335–3338. DOI: 10.1021/ol071345q.
  91. K. Miyamoto, M. Hirobe, M. Saito, M. Shiro, M. Ochiai,* One-Pot Regioselective Synthesis of Chromanyl(phenyl)-λ3-iodanes: Tandem Oxidative Cyclization and 3-Iodanation of 3-Phenylpropanols.
    Org. Lett. 2007, 9, 1995–1998. DOI: 10.1021/ol0706105.
  92. K. Miyamoto, N. Tada, M. Ochiai,* Activated Iodosylbenzene Monomer as an Ozone Equivalent: Oxidative Cleavage of Carbon-Carbon Double Bonds in the Presence of Water.
    J. Am. Chem. Soc. 2007, 129, 2772–2773. DOI: 10.1021/ja070179e.
  93. M. Ochiai,* T. Sueda, K. Miyamoto, P. Kiprof, V. V. Zhdankin, Trans-Influences on Hypervalent Bonding of Aryl-λ3-iodanes: Their Stabilities and Isodesmic Reactions of Benziodoxolones and Benziodazolones.
    Angew. Chem. Int. Ed. 2006, 45, 8203–8206. DOI: 10.1002/anie.200603055.
  94. M. Ochiai,* M. Hirobe, K. Miyamoto, Silver Technology for Stabilization of Simple (Z)-Enethiols: Stereoselective Synthesis and Reaction of Silver (Z)-Enethiolates.
    J. Am. Chem. Soc. 2006, 128, 9046–9047. DOI: 10.1021/ja0627747.
  95. M. Ochiai,* Y. Takeuchi, T. Katayama, T. Sueda, K. Miyamoto, Iodobenzene-Catalyzed α-Acetoxylation of Ketones. In Situ Generation of Hypervalent (Diacetoxyiodo)benzenes Using m-Chloroperbenzoic Acid.
    J. Am. Chem. Soc. 2005, 127, 12244–12245. DOI: 10.1021/ja0542800.
  96. M. Ochiai,* T. Suefuji, K. Miyamoto, M. Shiro, Effects of Complexation with 18-Crown-6 on the Hypernucleofugality of Phenyl-λ3-iodanyl Groups. Synthesis of Vinyl-λ3-iodane·18-Crown-6 Complex.
    Org. Lett. 2005, 7, 2893–2896. DOI: 10.1021/ol050858z.
  97. K. Miyamoto, Y. Nishi, M. Ochiai,* On the Thiazole Synthesis by Cyclocondensation of 1-Alkynyl(phenyl)-λ3-iodanes with Thioureas and Thioamides.
    Angew. Chem. Int. Ed. 2005, 44, 6896–6899. DOI: 10.1002/anie.200502438.
  98. M. Ochiai,* K. Miyamoto, Y. Yokota, T. Suefuji, M. Shiro, Synthesis, Characterization, and Reaction of Crown Ether Complexes of Aqua(hydroxy)(aryl)iodonium Ions.
    Angew. Chem. Int. Ed. 2005, 44, 75–78. DOI: 10.1002/anie.200461375.
  99. N. Tada, K. Miyamoto, M. Ochiai,* Oxidation of 3-Hydroxypiperidines with Iodosylbenzene in Water: Tandem Oxidative Grob Fragmentation-Cyclization Reaction.
    Chem. Pharm. Bull. 2004, 52, 1143–1144. DOI: 10.1248/cpb.52.1143.
  100. M. Ochiai,* K. Miyamoto, T. Suefuji, S. Sakamoto, K. Yamaguchi, M. Shiro, Synthesis, Characterization, and Reaction of Ethynyl(phenyl)-λ3-iodane Complex with [18]crown-6.
    Angew. Chem. Int. Ed. 2003, 42, 2191–2194. DOI: 10.1002/anie.200250866.
  101. M. Ochiai,* K. Miyamoto, M. Shiro, T. Ozawa, K. Yamaguchi, Isolation, Characterization, and Reaction of Activated Iodosylbenzene Monomer Hydroxy(phenyl)iodonium Ion with Hypervalent Bonding: Supramolecular Complex PhI+OH.18-crown-6 with Secondary I…O Interactions.
    J. Am. Chem. Soc. 2003, 125, 13006–13007. DOI: 10.1021/ja0377899.
  102. M. Ochiai,* T. Nagaoka, T. Sueda, J. Yan, D.-W. Chen, K. Miyamoto, Synthesis of 1-Alkynyl(diphenyl)onium Salts of Group 16 Elements via Heteroatom Transfer Reaction of 1-Alkynyl(phenyl)-λ3-iodanes.
    Org. Biomol. Chem. 2003, 1, 1517–1521. DOI: 10.1039/B212512A.
  103. M. Ochiai,* K. Miyamoto, T. Suefuji, M. Shiro, S. Sakamoto, K. Yamaguchi, Synthesis and Structure of Supramolecular Complexes between 1-Alkynyl(phenyl)(tetrafluoroborato)-λ3-iodanes and 18-Crown-6.
    Tetrahedron 2003, 59, 10153–10158. DOI: 10.1016/j.tet.2003.10.074.
  104. M. Ochiai,* T. Suefuji, K. Miyamoto, M. Shiro, Solid State Structures of Pentacoordinated λ3-Iodanes with A Trigonal Bipyramidal Geometry: Synthesis of Diphenyl- and Alkynyl(phenyl)-λ3-iodane Complexes with 1,10-Phenanthroline.
    Chem. Commun. 2003, 1438–1439. DOI: 10.1039/b302579a.
  105. M. Ochiai,* T. Suefuji, K. Miyamoto, N. Tada, S. Goto, M. Shiro, S. Sakamoto, K. Yamaguchi, Secondary Hypervalent I(III)…O Interactions: Synthesis and Structure of Hypervalent Complexes of Diphenyl-λ3-iodanes with 18-Crown-6.
    J. Am. Chem. Soc. 2003, 125, 769–773. DOI: 10.1021/ja0211205.

総説
  1. Shuhei Higashibayashi,* Development of Catalytic Reactions Using Bis(pinacolato)diboron and Their Applications to Syntheses of Pharmaceuticals and Luminescent Dyes. Yuki Gosei Kagaku Kyokaishi 2024, 82, 1052–1062.
  2. 宮本 和範,* 内山 真伸,* 落合 正仁,* 三価の超原子価有機臭素・塩素化合物の合成、構造およびその反応.
    有機合成化学協会誌 2023, 81, 416–427.
  3. K. Miyamoto,* M. Uchiyama,* Hypervalent Organo-λ3-chloranes.
    Chem. Lett. 2021, 50, 832–838.
    宮本 和範,* 三価の超原子価有機臭素化合物の合成とその脱離能を推進力とする有機合成反応の開発.
    薬学雑誌 2014, 134, 1287–1300.
  4. 宮本 和範,* 三価の超原子価ヨウ素化合物とクラウンエーテルとの錯体の合成とその反応.
    薬学雑誌 2011, 131, 545–552.
  5. M. Ochiai,* K. Miyamoto, S. Hayashi, W. Nakanishi,* Hypervalent N-Sulfonylimino-λ3-bromane: Active Nitrenoid Species at Ambient Temperature under Metal-free Conditions.
    Chem. Commun. 2010, 46, 511–521.
  6. 宮本 和範,* 落合正仁, 有機触媒による酸化的炭素-炭素二重結合切断反応.
    有機合成化学協会誌 2010, 68, 228–237.
  7. M. Ochiai,* K. Miyamoto, Catalytic Version of and Reuse in Hypervalent Organo-λ3– and -λ5-iodane Oxidation.
    Eur. J. Org. Chem. 2008, 4229–4239.
著書
  1. 宮本 和範,* 内山 真伸,* メタベンザインの常温常圧化学合成-ベンゼン環内部に化学結合 月刊 化学 2025(886 巻、3月号、pp. 14–17).
  2. 宮本 和範,* 炭素同素体の化学(2)
    現代化学 2024(643 巻、10月号、pp. 29–35).
  3. 宮本 和範,* 炭素同素体の化学(1)
    現代化学 2024(642 巻、9月号、pp. 56–61).
  4. 宮本 和範,* 内山 真伸,* 二原子炭素
    現代化学 2020(593 巻、8月号、pp. 47–53).
  5. K. Miyamoto,* Chemistry of Hypervalent Bromine
    PATAI’s Chemistry of Functional Groups, 2018, John Wiley & Sons, Ltd. DOI: 10.1002/9780470682531.pat0956.
  6. 宮本 和範,* 落合 正仁,超原子価で切拓く未踏ハロゲン化学
    現代化学 2015(529 巻、4月号、pp. 42–47).
  7. 宮本 和範,* 超原子価ヨウ素
    有機合成実験法ハンドブック 第2版,18章, pp. 474–497, 2015, 有機合成化学協会.
  8. 落合 正仁,* 宮本 和範, 最後の環状ビニルカチオンをつくる!
    月刊 化学 2010(65 巻、3月号、pp. 72–73).

特許等
  1. M. Uchiyama, T. Matsunaga, K. Miyamoto, J. Kanazawa, Bcpのカプセル化及びプロペランの新規合成方法
    Jpn. Kokai Tokkyo Koho JP2023034894A (2023)
  2. K. Miyamoto, M. Uchiyama, T. Okada, T. Asawa, T. Toyama, 次亜塩素酸塩を用いた超原子価ヨウ素化合物の製造方法
    Jpn. Kokai Tokkyo Koho JP2020138923 A 20200903 (2020).
  3. K. Miyamoto, M. Uchiyama, T. Okada, T. Asawa, T. Toyama, 次亜塩素酸塩を用いた三価超原子価ヨウ素化合物の製造方法
    Jpn. Kokai Tokkyo Koho JP 2019210220 A 20191212 (2019).

主要な獲得外部資金

科学技術振興機構(JST)及び日本学術振興会(JSPS)

  1. 2024 – 2027 年度 JST 創発的研究支援(研究代表者)25,800千円(前半期)
    研究課題名:準安定結合の化学で拓く未来創薬研究
  2. 2022 – 2024 年度 基盤研究 A(研究分担者)3,000千円, 42,640千円(総額)
    研究課題名:電荷シフト結合:発生・物性・理論・合成化学的利用(研究代表者 内山 真伸)
  3. 2021 – 2023年度 基盤研究B(研究分担者)1,500千円, 17,810千円(総額)
    研究課題名:ゼオライト細孔内に制約されたナノカーボン群の創製と機能探索(研究代表者 田中 秀樹)
  4. 2020 – 2022年度 基盤研究B(研究代表者)17,810千円
    研究課題名:電気化学的手法を活用した超原子価有機臭素および塩素化合物の合成とその反応
  5. 2019 – 2024年度 戦略的創造研究推進事業CREST(研究参加者)0千円; 40,000千円(研究チーム総額)
    研究課題名:電子移動制御による連続脱水縮合反応(研究代表者 千葉 一裕)
    領域名:新たな生産プロセス構築のための電子やイオン等の能動的制御による革新的反応技術の創出
  6. 2018 – 2020年度 挑戦的研究(萌芽)(研究代表者)6,370千円
    研究課題名:三価の超原子価ハロゲン化合物を用いた二原子炭素の発生反応の開発およびその応用
  7. 2017 – 2019年度 基盤研究B(研究代表者)18,980千円
    研究課題名:三価の超原子価有機塩素化合物の合成、特性評価、および有機合成反応への応用
  8. 2016 – 2017年度 挑戦的萌芽研究(研究代表者)3,510千円
    研究課題名:超原子価ハロゲンおよびキセノン化合物による超活性種の発生とその性質の解明
  9. 2013 – 2015年度 基盤研究C(研究代表者)5,070千円
    研究課題名:三価の超原子価臭素ハイパー脱離基の脱離能の解明
  10. 2011 – 2012年度 若手研究B(研究代表者)4,420千円
    研究課題名:三価の超原子価臭素ハイパー脱離基を活用したシクロペンテニルカチオン発生反応の開発
  11. 2009 – 2010年度 若手研究B(研究代表者)4,420千円
    研究課題名:三価の超原子価ヨウ素反応剤を触媒的に用いる新規合成反応の開発
  12. 2008 – 2009年度 特定領域研究(研究分担者)0千円; 4,400千円(総額)
    研究課題名:新しい超原子価ハロガンの合成とその特性(研究代表者 落合 正仁)
  13. 2008 – 2010年度 基盤研究B(研究分担者)0千円; 19,760千円(総額)
    研究課題名:三価の超原子価有機臭素化合物の合成とその有機合成反応の開拓(研究代表者 落合 正仁)
  14. 2007 – 2008 年度 若手研究B(研究代表者)3,500千円
    研究課題名:高反応性アクアヨーダン錯体の合成およびその反応
  15. 2007年度 特定領域研究(研究分担者)0千円; 2,500千円(総額)
    研究課題名:新しい超原子価ハロガンの合成とその特性(研究代表者 落合 正仁)
  16. 2006 – 2007年度 基盤研究B(研究分担者)0千円; 17,250千円(総額)
    研究課題名:三価の超原子価有機臭素化合物を活用する反応の開発とその化学的特性の解明(研究代表者 落合 正仁)

その他

  1. 2024 年度 武田科学振興財団 薬学系研究助成(研究代表者) 2,000 千円
    研究課題名:反転σ結合化学種の創生とその性質の解明
    2024 – 2026 年度 旭硝子財団研究助成 若手継続グラント(研究代表者)8,000千円
    研究課題名:超原子価ハロゲンで拓く未踏反転σ結合の発生・反応・理論解明
  2. 2022 年度 上原記念生命科学財団 研究助成金(研究代表者) 5,000 千円
    研究課題名:常温常圧下に発生させた二原子炭素の反応性の解明
  3. 2020 – 2022 年度 旭硝子財団研究助成 研究奨励(研究代表者)2,000千円
    研究課題名:三価の超原子価ヨウ素の脱離能を活用した二原子炭素の発生に基づく新規炭素同素体の創製、生成機構解明および生命起源分子の探索
  4. 2015年度 薬学振興会助成 基礎的研究助成(研究代表者)1,000千円
    研究課題名:ヨードベンゼン触媒を活用する大気中酸素によるオレフィンの酸化的切断反応の開発
  5. 2009年度 有機合成化学協会 研究企画賞(研究代表者)500千円
    研究課題名:ヨードアレーンを有機触媒として用いるビニル位SN2反応の開発研究
  6. 2009年度 ヨウ素利用研究助成(研究代表者)300千円
    研究課題名:両親媒性ヨードアレーンを活用する新規触媒的酸化反応の開発
  7. 2006年度 笹川科学研究助成(研究代表者)550千円
    研究課題名:クラウンエーテル類との相互作用による安定化を活用した新規高反応剤の開発とその性質の解明・応用について
  8. 2006年度 ヨウ素利用研究助成(研究代表者)350千円
    研究課題名:不安定λ3-ヨーダンのクラウンエーテルによる安定化とその合成的利用法の開発
招待講演
  1. Kazunori Miyamoto, Chemical Synthesis of Diatomic Carbon and m-Benzyne
    Radical and Electron Transfer Reactions (RETR) workshop, Kobe-city, 2022 年(国際学会、招待講演)
  2. 宮本和範、室温における炭素二原子分子の化学合成
    日本化学会第 102 回春季年会コラボレーション企画 CREST 革新的反応 研究成果報告会、オンライン、2022 年(国内学会、招待講演)
  3. 宮本和範、超原子価ハロゲン化合物の特性を活用した不安定活性種の発生とその応用
    第 10 回サブウェイセミナー、文京区、2019 年(国内学会、招待講演)
  4. 宮本和範、三価の超原子価臭素および塩素化合物の合成、構造とその反応
    2018 ハロゲン利用ミニシンポジウム、和歌山市、2018 年(国内学会、招待講演)
  5. Kazunori Miyamoto, C–H Amination reaction using hypervalent λ3-bromanes
    HALCHEM VIII, Inuyama-city, 2017 年(国際学会、招待講演)
  6. 宮本和範、三価の超原子価有機臭素化合物の合成とその脱離能を推進力とする有機合成反応の開発

日本薬学会第 134 年会、熊本市、2014 年(国内学会、招待講演)