増田 侑亮　Yusuke Masuda

助教　Assistant Professor

増田　侑亮　Yusuke Masuda

E-mail: ymasuda[at]sci.hokudai.ac.jp

略歴

• 1990 大阪府に生まれる　　Born in Osaka
• 2008 大阪府立天王寺高等学校　卒業
• 2012 京都大学工学部工業化学科　卒業
• 2014 京都大学大学院工学研究科　合成・生物化学専攻　修士課程　修了
• 2017 京都大学大学院工学研究科　合成・生物化学専攻　博士課程 修了　　Ph.D. Kyoto University
• 2017 日本学術振興会特別研究員　SPD　（東京大学大学院薬学系研究科）　　JSPS Research Fellow (SPD), The University of Tokyo
• 2017 米国・カリフォルニア工科大学　留学　　Visiting Scientist, California Institute of Technology
• 2018 京都大学大学院工学研究科　合成・生物化学専攻 特定助教　　Assistant Professor, Kyoto University
• 2021 北海道大学大学院理学研究院　化学部門　助教　　Assistant Professor, Hokkaido University

受賞歴

• 2016 Reaxys PhD Prize Finalist
• 2025 有機合成化学協会 四国化成工業 研究企画賞　　Shikokukasei Award in Synthetic Organic Chemistry, Japan
• 2025 日本化学会 第75回進歩賞　The Chemical Society of Japan Award for Young Chemists for 2025

Original papers

1. Photocatalytic Dearomatization of Arylphosphines with Alkenes to Cyclohexadienylphosphonium Salts
   Sakurada, A.; Tagami, M.; Imazato, S.; Sawamura, M.; Masuda, Y.
   Org. Lett. 2026, ASAP (Special issue “Skeletal Editing, Molecular Metamorphosis, and Structural Reprogramming in Organic Synthesis”)
   DOI: 10.1021/acs.orglett.6c02325
2. Reductively Stable Platinum Catalyst Enabling Metallaphotoredox Reductive Allylation of Ketones, Aldehydes and Imines.
   Shimosato, J.; Nishimura, K.; Fukuyo, B.; Shimizu, Y.; Sawamura, M.; Masuda, Y.
   ChemistryEurope, 2026, 4, e20250436. (DOI: 10.1002/ceur.202500436).
3. Machine-learning-guided Screening of Organic Photosensitizers Accelerated by Domain Adaptation.
   Ikemura, H.; Noto, N.; Akiba, R.; Rohlfs, T.; Masuda, Y.; Sumida, Y.; Mancheño, O. G.; Hosoya, T.; Ohmiya, H.; Sawamura, M.; Saito, S.
   Cell Rep. Phys. Sci., 2026, 7, 103141. (DOI: 10.1016/j.xcrp.2026.103141)
4. β-Vinylated Tri(1-adamantyl)phosphine: Synthesis, Characterization, and Application in Gold Catalysis.
   Tulipkaliyev, A.; Sawamura, M.; Masuda, Y.
   Chem. Asian J. 2026, 21, e70542. (Special Collection: Asian Core Program) (DOI: 10.1002/asia.70542)
5. Synthesis of Imidoyltrialkylphosphonium Salts through Photocatalytic Reactions between Isocyanides and Tri-t-butylphosphine
   Sakurada, A.; Sawamura, M.; Masuda, Y.
   Chem. Lett. 2025, 54, upaf134. (Editor’s Choice) (DOI: 10.1093/chemle/upaf134)
6. Photocatalytic Cyclization of 2-Phosphinobiaryls to Trivalent Dibenzophospholes
   Masuda, Y.; Harabuchi, Y.; Kawamura, Y.; Morooka, N.; Maeda, S.; Sawamura, M.
   ACS Catal., 2025, 15, 6514–6524. (DOI: 10.1021/acscatal.5c01369)
7. Photocatalytic Alkene-Migrative Chain Elongation of 2-Phosphinostyrenes with Aldehydes
   Mori, H.; Sakurada, A.; Sawamura, M.; Masuda, Y.
   Org. Lett., 2025, 27, 439–443. (DOI: 10.1021/acs.orglett.4c04424)
8. Photoinduced Enantioselective Triplet Radical Reaction on Metal: Copper-Catalyzed Conjugate Addition of Acylsilanes to α,β-Unsaturated Ketones and Aldehydes
   Masuda, Y.; Ueda, Y.; Sueki, A.; Shimosato, J.; Nishimura, K.; Gao, M.; Hasegawa, J.; Sawamura, M. Chem. Eur. J., 2024, 30, e202402564. (DOI: 10.1002/chem.202402564)
   Front Cover: DOI: 10.1002/chem.202486501
9. Photoinduced Platinum-catalyzed Reductive Allylation of α-Diketones with Allylic Carbonates
   Shimosato, J.; Sawamura, M.; Masuda, Y.  
   Org. Lett., 2024, 26, 2023–2028. (DOI: 10.1021/acs.orglett.4c00091)  
10. Photocatalytic Aldehyde C–H Bond Phosphonioethylation with Vinylphosphonium Bromide
    Mori, H.; Yoshida, M.; Sawamura, M.; Masuda, Y. 
    Asian J. Org. Chem., 2024, 13, e202300532. (DOI:10.1002/ajoc.202300532)
11. Photocatalytic 1,2-Phosphorus-Migrative [3+2] Cycloaddition of Tri(t-butyl)phosphine with Terminal Alkynes
    Masuda, Y.; Ikeshita, D.; Higashida, K.; Yoshida, M.; Ishida, N.; Murakami, M.; Sawamura, M.
    J. Am. Chem. Soc., 2023, 145, 19060–19066. (DOI:10.1021/jacs.3c06760)
12. Sequence-selective Three-component Reactions of Alkyltrifluoroborates with α,β-Unsaturated Carbonyl Compounds and Vinylphosphonium Salts
    Yoshida,M. ; Sawamura, M. ; Masuda, Y.  
    Org. Chem. Front., 2023, 10, 3654–3661. (DOI: 10.1039/D3QO00631J)
13. Nickel-Catalyzed Defluorophosphonylation of Aryl Fluorides
    You, Z.; Masuda, Y.; Iwai, T.; Higashida, K.;  Sawamura, M. 
    J. Org. Chem., 2022, 87, 14731–14737 (DOI: 10.1021/acs.joc.2c02048)
14. Photoinduced Alcoholic α-C–H Bond Anti-Markovnikov Addition to Vinylphosphonium Bromides Followed by Wittig Olefination: Two-step Protocol for α-C–H Allylic Alkylation of Alcohols
    Yoshida, M.; Sawamura, M.; Masuda, Y. 
    ChemCatChem., 2022, 14, e202200744. (VIP) (DOI: 10.1002/cctc.202200744) 
15. Synthesis of Tetraarylphosphonium Salts from Triarylphosphines and Aryl Bromides Exploiting Light and Palladium
    Ikeshita, D.; Shimura, H.; Miyakawa, S.; Masuda, Y.; Ishida, N.; Murakami, M.
    Chem. Lett., 2022, 51, 522–524. (DOI: 10.1246/cl.220067)
16. Photoinduced Hydrophosphination of Terminal Alkynes with Tri(o-tolyl)phosphine: Synthesis of Alkenylphosphonium Salts
    Ikeshita, D.; Masuda, Y.; Ishida, N.; Murakami, M.
    Org. Lett., 2022, 24, 2504–2508. (DOI: 10.1021/acs.orglett.2c00634)
17. Photoinduced Copper-Catalyzed Asymmetric Acylation of Allylic Phosphates with Acylsilanes
    Ueda, Y.; Masuda, Y.; Iwai, T.; Imaeda, K.; Takeuchi, H.; Ueno, K.; Gao, M.; Hasegawa, J.; Sawamura, M.
    J. Am. Chem. Soc., 2022, 144, 2218–2224. (DOI: 10.1021/jacs.1c11526) 
18. Photoinduced Reaction of Triarylphosphines with Alkenes Forming Fused Tricyclic Phosphonium Salts
    Masuda, Y.; Uno, M.; Murakami, M.
    Org. Lett., 2021, 23, 8445–8449. (DOI: 10.1021/acs.orglett.1c03168)
19. Photocatalytic Cycloaddition Reaction of Triarylphosphines with Alkynes Forming Cyclic Phosphonium Salts
    Masuda, Y.; Ikeshita, D.; Murakami, M.
    Chem. Lett., 2021, 50, 1691–1694. (DOI: 10.1246/cl.210361)
20. Isomerization of Unprotected Aldoses to 2-Deoxyaldonic Acids Induced by Visible Light/Quinuclidine/Water-Soluble Iridium Complex in Water
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Bull. Chem. Soc. Jpn., 2021, 94, 1702–1704. (DOI: 10.1246/bcsj.20210098)
21. Dehydrative/Decarboxylative Coupling of Carboxylic Acids with Allylic Alcohols
    Masuda, Y.; Ito, M.; Murakami, M.
    Chem. Lett., 2021, 50, 1030–1033. (DOI: 10.1246/cl.210036)
22. Photo-induced Dihydroxylation of Alkenes with Diacetyl, Oxygen, and Water
    Masuda, Y.; Ikeshita, D.; Murakami, M.
    Helv. Chim. Acta, 2021, 104, e20000228. (DOI: 10.1002/hlca.202000228)
23. Photo-induced Dearomatizing Three-component Coupling of Arylphosphines, Alkenes, and Water
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Angew. Chem. Int. Ed., 2021, 60, 3551–3555. (DOI: 10.1002/anie.202013215)
24. Degradation of Unprotected Aldohexonic Acids to Aldopentoses Promoted by Light and Oxygen
    Masuda, Y.; Ito, M.; Murakami, M.
    Chem. Lett., 2020, 49, 1309–1311. (DOI: 10.1246/cl.200517)
25. Dehydrative Allylation of α C(sp3)−H Bonds of Alkylamines with Allylic Alcohols
    Masuda, Y.; Ito, M.; Murakami, M.
    Org. Lett., 2020, 22, 4467–4470. (DOI: 10.1021/acs.orglett.0c01464)
26. Dehydrative Allylation of 2-Alkylbenzophenones with Allylic Alcohols
    Masuda, Y.; Makita, K.; Murakami, M.
    Chem. Lett., 2020, 49, 616–618. (DOI:10.1246/cl.200123)
27. C-1 Oxidation/C-2 Reduction Isomerization of Unprotected Aldoses Induced by Light/Ketone
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Angew. Chem., Int. Ed., 2020, 59, 2755–2759 (DOI:10.1002/anie.201914242)
28. Carboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel
    Ishida, N.; Masuda, Y.; Imamura, Y.; Yamazaki, K.; Murakami, M.
    J. Am. Chem. Soc., 2019, 141, 19611–19615. (DOI: 10.1021/jacs.9b12529)
29. Synthesis of Tofisopam by Way of Photoinduced CO2 Fixation
    Masuda, Y.; Makita, K.; Ishida, N.; Murakami, M.
    Chem. Asian J., 2019, 14, 4189–4192. (DOI: 10.1002/asia.201901431)
30. Photo-Assisted Fixation of CO2 onto Aryl Bromides Producing Aromatic Esters
    Ishida, N.; Masuda, Y.; Liao, W.; Murakami, M.
    Chem. Lett., 2019, 48, 1316–1318.  (DOI: 10.1246/cl.190563)
31. A Strained Vicinal Diol as a Reductant for Coupling of Organyl Halides
    Ishida, N.; Masuda, Y.; Sun, F.; Kamae, Y.; Murakami, M.
    Chem. Lett., 2019, 48, 1042–1045. (DOI: 10.1246/cl.190403)
32. Light/Palladium-Promoted Benzylic C–H Acylation Using a Benzoyl Group as the Photo-Directing Group
    Masuda, Y.; Ishida, N.; Murakami, M.
    Chem. Asian J., 2019, 14, 403–406.(DOI: 10.1002/asia.201801881)
33. Cooperation of a Nickel-Bipyridine Complex with Light for Benzylic C–H Arylation of Toluene Derivatives
    Ishida, N.; Masuda, Y.; Ishikawa, N.; Murakami, M.
    Asian J. Org. Chem., 2017, 6, 669–672. (DOI: 10.1002/ajoc.201700115)
34. Aryl Ketones as Single-Electron-Transfer Photoredox Catalysts in the Nickel-Catalyzed Homocoupling of Aryl Halides
    Masuda, Y.; Ishida, N.; Murakami, M.
    Eur. J. Org. Chem., 2016, 2016, 5822–5825.(DOI: 10.1002/ejoc.201601352)
35. A Light/Ketone/Copper System for Carboxylation of Allylic C–H Bonds of Alkenes with CO2
    Ishida, N.; Masuda, Y.; Uemoto, S.; Murakami, M.
    Chem. Eur. J., 2016, 22, 6524–6527.  (DOI: 10.1002/chem.201600682)
36. Light-Driven Carboxylation of o-Alkylphenyl Ketones with CO2
    Masuda, Y.; Ishida, N.; Murakami, M.
    J. Am. Chem. Soc., 2015, 137, 14063–14066. (DOI: 10.1021/jacs.5b10032)
37. Enantioselective Construction of 3-Hydroxypiperidine Scaffolds by Sequential Action of Light and Rhodium upon N-Allylglyoxylamides
    Ishida, N.; Nečas, D.; Masuda, Y.; Murakami, M.
    Angew. Chem., Int. Ed., 2015, 54, 7418–7421. (DOI: 10.1002/anie.201502584)
38. Construction of tetralin skeletons based on rhodium-catalysed site-selective ring opening of benzocyclobutenols
    Ishida, N.; Ishikawa, N.; Sawano, S.; Masuda, Y.; Murakami, M.
    Chem. Commun., 2015, 51, 1882–1885. (DOI: 10.1039/C4CC09327E)
39. Synthesis of Acylphosphonates by a Palladium-Catalyzed Phosphonocarbonylation Reaction of Aryl Iodides with Phosphites
    Masuda, Y.; Ishida, N.; Murakami, M.
    Chem. Asian J., 2015, 10, 321–324. (DOI: 10.1002/asia.201403260)
40. Oxidative Addition of a Strained C−C Bond onto Electron-Rich Rhodium(I) at Room Temperature
    Masuda, Y.; Hasegawa, M.; Yamashita, M.; Nozaki, K.; Ishida, N.; Murakami, M.
    J. Am. Chem. Soc., 2013, 135, 7142–7145. (DOI: 10.1021/ja403461f)
41. Rhodium-Catalyzed Ring Opening of Benzocyclobutenols with Site-Selectivity Complementary to Thermal Ring Opening
    Ishida, N.; Sawano, S.; Masuda, Y.; Murakami, M.
    J. Am. Chem. Soc., 2012, 134, 17502–17504. (DOI: 10.1021/ja309013a)

Reviews

1. Photocatalytic Transformations of Tertiary Phosphines through Precise Control of Organophosphorus Radicals
   Masuda, Y.
   Chem. Lett. 2025, 54, upaf214. (DOI: 10.1093/chemle/upaf214)