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. 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., in press.
2. 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., in press.
3. 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)
4. 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)
5. 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)
6. 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)
7. 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
8. 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)  
9. 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)
10. 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)
11. 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)
12. 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)
13. 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) 
14. 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)
15. 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)
16. 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) 
17. 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)
18. 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)
19. 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)
20. 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)
21. 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)
22. 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)
23. 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)
24. 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)
25. 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)
26. 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)
27. 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)
28. 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)
29. 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)
30. 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)
31. 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)
32. 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)
33. 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)
34. 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)
35. 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)
36. 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)
37. 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)
38. 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)
39. 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)
40. 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)