Dr. Takuji Kawamoto

【Original Articles】

1. Vicinal Difunctionalization of Alkenes Using Vinyl Triflates Leading to γ-Trifluoromethylated Ketones
   Kawamoto, T.; Kawabata, T.; Noguhi, K.; Kamimura, A.
   Org. Lett. 2022, 24, 324–327.
   https://doi.org/10.1021/acs.orglett.1c03988
   
2. One-Pot Synthesis of CF3 ‑ Substituted Vinyl Trifluoromethanesulfonamides from Imines and Trifluoromethanesulfonic Anhydride
   Kawamoto, T.; Ikawa, K.; Kamimura, A.
   J. Org. Chem. 2021, 86, 15818–15824.
   https://doi.org/10.1021/acs.joc.1c01969
   

3. Synthesis of 1-(1-Arylvinyl)Pyridin-2(1 H )-Ones from Ketones and 2-Fluoropyridine .
   Kawamoto, T.; Ikeda, S.; Kamimura, A.
   J. Org. Chem. 2021, 86, 13783–13789.
   https://doi.org/10.1021/acs.joc.1c01615
   
4. Blacklight‐induced Hydroxylation of Arylboronic Acids Leading to Hydroxyarenes.
   Kawamoto, T.; Ryu, I.
   Helv. Chim. Acta 2021, 104, e2100102.
   https://doi.org/10.1002/hlca.202100102
   

5. Borane Evolution and Its Application to Organic Synthesis Using the Phase-Vanishing Method.
   Soga, N.; Yoshiki, T.; Sato, A.; Kawamoto, T.; Ryu, I.; Matsubara, H.
   Tetrahedron Lett. 2021, 69, 152977.
   https://doi.org/10.1016/j.tetlet.2021.152977
   

6. Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye.
   Kamimura, A.; Umemoto, H.; Kawamoto, T.; Honda, T.
   ACS Omega 2021, 6, 9254–9262.
   https://doi.org/10.1021/acsomega.1c00703
   

7. Redox-neutral Tetrafluoroethylation of Aryl Alkynes with 1,1,2,2-Tetrafluoroethane sulfonic acid leading to α-Tetrafluoroethylated Acetophenones
   Kawamoto, T.; Noguchi, K.; Sasaki, R.; Takata, R.; Matsubara, H.; Kamimura, A. 
   Chem. Eur. J. 2021, 9529–9534.
   https://doi.org/10.1002/chem.202100137
   Selected as Frontispiece 
   https://doi.org/10.1002/chem.202183763
   
8. Inverse Hydroboration of Imines with NHC-Boranes Is Promoted by Diphenyl Disulfide and Visible Light.
   Kawamoto, T.; Morioka, T.; Noguchi, K.; Curran, D. P.; Kamimura, A.
   Org. Lett. 2021, 23, 1825–1828.
   https://doi.org/10.1021/acs.orglett.1c00230
   
9. Hydrodecyanation of Secondary Alkyl Nitriles and Malononitriles to Alkanes using DiMeImd-BH3.
   Kawamoto, T.; Oritani, K.; Kawabata, A.; Morioka, T.; Matsubara, H.; Kamimura, A.
   J. Org. Chem. 2020, 85, 6137.
   http://dx.doi.org/10.1021/acs.joc.0c00105
   
10. Highly Cumulated Radical Cascade Reaction of aza-1,6-Enyenes: Stereoselective Synthesis of exo-Methylene Piperidines.
    Kamimura, A.; Itaya, T.; Yoshinaga, T.; Nozawa, R.; Kawamoto, T.; Sumimoto, M.; Uno, H.
    Eur. J. Org. Chem. 2020, 700.
    http://dx.doi.org/10.1002/ejoc.202000034
    
11. 2‐Sulfanylhydroquinone Dimer as a Switchable Fluorescent Dye.
    Kamimura, A.; Sakamoto, S.; Umemoto, H.; Kawamoto, T.; Sumimoto, M.
    Chem. Eur. J. 2019, 25, 14081.
    http://dx.doi.org/10.1002/chem.201903436
    
    Selected as Cover Feature
    http://dx.doi.org/10.1002/chem.201904089
    
12. The regioselective trifluoromethylation of 1,3-bis(vinyl triflates) in the absence of external trifluoromethyl sources.
    Kawamoto, T.; Sasaki, R.; Kamimura, A.; Matsubara, H.
    J. Fluorine Chem. 2019, 221, 66–69.
    http://dx.doi.org/10.1016/j.jfluchem.2019.04.002
    
13. Depolymerization of polyamide 6 in hydrophilic ionic liquids.
    Kamimura, A.; Shiramatsu, Y.; Kawamoto, T.
    Green Energy and Environment 2019, 4, 166-170.
    http://dx.doi.org/10.1016/j.gee.2019.01.002
    

14. Comparison of homofugality among alkyl groups attached to tin atom.
    Kamimura, A.; Yoshinaga, T.; Miyazaki, K.; Kawamoto, T.
    Heteroatom Chem. 2018, 2, e21469–7.
    http://dx.doi.org/10.1002/hc.21469
15. Asymmetric Michael Reaction of Aldehydes and Dicyanoalkenes Catalyzed by Diphenylprolinol Silyl Ether.
    Hayashi, Y.; Kranidiotis-Hisatomi, N.; Sakamoto, D.; Oritani, K.; Kawamoto, T.; Kamimura, A.
    Eur. J. Org. Chem. 2018, 6843–6847.
    http://dx.doi.org/10.1002/ejoc.201800831
    
16. A Theoretical Study on Radical-Based Aminocarbonylation of Aryl Iodides.
    Kawamoto, T.; Matsubara, H.; Fukuyama, T.; Ryu, I.
    Chem. Lett. 2018, 47, 1169–1171.
    http://dx.doi.org/10.1246/cl.180599
    

17. Theoretical Calculations for the 1,4-Hydrogen Shift of 1-Hydroxyallyl Radicals Leading to α-Keto Radicals; Prediction of Facilitation by 1-Amino and 3-Tin Substituents.
    Matsubara, H.; Kawamoto, T.; Fukuyama, T.; Ryu, I.
    Chem. Lett. 2018, 47, 1197–1199.
    http://dx.doi.org/10.1246/cl.180522

    

18. Development of a microwave-assisted sustainable conversion of furfural hydrazones to functionalised phthalimides in ionic liquids.
    Karaluka, V.; Murata, K.; Masuda, S.; Shiramatsu, Y.; Kawamoto, T.; Hailes, H. C.; Sheppard, T. D.; Kamimura, A.
    RSC Adv. 2018, 8, 22617–22624.
    http://dx.doi.org/10.1039/C8RA03895C
    

19. Solubility-switchable ionic liquids: A control of hydrophilicity and hydrophobicity using a protective group.
    Kamimura, A.; Shiramatsu, Y.; Murata, K.; Kawamoto, T.
    Chem. Lett. 2018, 47, 1079–1081.
    http://dx.doi.org/10.1246/cl.180382
    

20.  Deltaarenes; novel macrocyclic molecules that are readily available from 1,4-benzoquinone and benzene dithiols.
    Kamimura, A.; Watanabe, R.; Fukumitsu, T.; Ikeda, K.; Kawamoto, T.; Sumimoto, M.; Mori, S.; Uno, H.
    Tetrahedron 2018, 74, 5303–5308.
    http://dx.doi.org/10.1016/j.tet.2018.04.070
    
21. Thiol-Catalyzed Radical Decyanation of Aliphatic Nitriles with Sodium Borohydride
    Kawamoto, T.; Oritani, K.; Curran, D. P.; Kamimura, A.
    Org. Lett. 2018, 20, 2084–2087.
    https://dx.doi.org/10.1021/acs.orglett.8b00626
    
22. Tris (trimethylsilyl) silane-Mediated Reductive Decyanation and Cyano Transfer Reactions of Malononitriles
    Kawamoto, T.; Shimaya, Y.; Curran, D. P.; Kamimura, A.
    Chem. Lett. 2018, 47, 573–575.
    https://doi.org/10.1246/cl.171231
    
23. N-Heterocyclic Carbene Boryl Iodides Catalyze Insertion Reactions of N-Heterocyclic Carbene Boranes and Diazoesters
    Allen, T.H.; Kawamoto, T.; Gardner, S.; Geib, S.J.; Curran, D.P.
    Org. Lett. 2017, 19, 3680–3683.
    http://dx.doi.org/10.1021/acs.orglett.7b01777
    
24. An efficient and selective conversion of sorbitol in ionic liquids: Use of ion exchange resin as a solid acid catalyst
    Kamimura, A.; Murata, K.; Kawamoto, T.
    Tetrahedron Lett. 2017, 58, 3616–3618.
    http://dx.doi.org/10.1016/j.tetlet.2017.07.105
    
25. Synthesis of α-Trifluoromethylated Ketones from Vinyl Triflates in the Absence of External Trifluoromethyl Sources
    Kawamoto, T.; Sasaki, R.; Kamimura, A.
    Angew. Chem. Int. Ed. 2017, 56, 1342–1345.
    http://dx.doi.org/10.1002/anie.201608591
    Highlighted in Synfacts, 2017, 13. 0072.
    http://dx.doi.org/10.1055/s-0036-1589791
    
26. Asymmetric Synthesis of Bicyclic Nitrocyclopropanes from Primary Nitro Compounds and Stereoselective Formation of Tetrahydro-2H-cyclopenta[b]furans via Ring Expansion/Cyclization Reaction
    Kamimura, A.; Moriyama, T.; Ito, Y.; Kawamoto, T.; Uno, H.
    J. Org. Chem. 2016, 81, 4664–4681.
    http://dx.doi.org/10.1021/acs.joc.6b00566
    
27. 1,3-dimethylimidazoyl-2-ylidene borane
    Gardner, S.; Kawamoto, T.; Curran, D.P.
    Org. Synth. 2016, 92, 342–355.
    http://dx.doi.org/10.15227/orgsyn.092.0342
    
28. A radical cascade reaction of aza-1,6-enyne compounds using allyltributyltin
    Kamimura, A.; Miyazaki, K.; Kawamoto, T.; Uno, H.
    Tetrahedron 2016, 72, 7722–7726.
    http://dx.doi.org/10.1016/j.tet.2016.04.078
    
29. Oxidative synthesis of isoxazoline-N-oxide from optically active nitro alcohols
    Moriyama, T.; Kawamoto, T.; Uno, H.; Kamimura, A.
    Heterocycles 2016, 92, 1479–1489.
    http://dx.doi.org/10.3987/COM-16-13497
    
30. An oxidative cyclopropanation reaction of primary nitro compounds using Fe₂O₃
    Moriyama, T.; Ito, Y.; Koyama, Y.; Kawamoto, T.; Kamimura, A.
    Tetrahedron Lett. 2016, 57, 3127–3128.
    http://dx.doi.org/10.1016/j.tetlet.2016.06.013
    
31. A regioselective double Stille coupling reaction of bicyclic stannolanes
    Kamimura, A.; Tanaka, T.; So, M.; Itaya, T.; Matsuda, K.; Kawamoto, T.
    Org. Biomol. Chem. 2016, 14, 8109–8122.
    http://dx.doi.org/10.1039/c6ob01018k
    
32. Synthesis of 1,3-Dialkylimidazol-2-ylidene Boranes from 1,3-Dialkylimidazolium Iodides and Sodium Borohydride
    Gardner, S.; Kawamoto, T.; Curran, D.P.
    J. Org. Chem. 2015, 80, 9794–9797.
    http://dx.doi.org/10.1021/acs.joc.5b01682
    
33. Photoinduced Aminocarbonylation of Aryl Iodides
    Kawamoto, T.; Sato, A.; Ryu, I.
    Chem. Eur. J. 2015, 21, 14764–14767.
    http://dx.doi.org/10.1002/chem.201503164
    Selected as Hot Paper.
    
    
34. Radical Reactions of N -Heterocyclic Carbene Boranes with Organic Nitriles: Cyanation of NHC-Boranes and Reductive Decyanation of Malononitriles
    Kawamoto, T.; Geib, S.J.; Curran, D.P.
    J. Am. Chem. Soc. 2015, 137, 8617–8622.
    http://dx.doi.org/10.1021/jacs.5b04677
    
35. Borohydride-mediated radical addition reactions of organic iodides to electron-deficient alkenes
    Kawamoto, T.; Uehara, S.; Hirao, H.; Fukuyama, T.; Matsubara, H.; Ryu, I.
    J. Org. Chem. 2014, 79, 3999–4007.
    http://dx.doi.org/10.1021/jo500464q
    
36. Cyanoborohydride-promoted radical arylation of benzene
    Kawamoto, T.; Sato, A.; Ryu, I.
    Org. Lett. 2014, 16, 2111–2113.
    http://dx.doi.org/10.1021/ol500614q
    
37. A theoretical study on reduction of acyl radicals with borohydride anions
    Kawamoto, T.; Matsubara, H.; Ryu, I.
    Chem. Lett. 2014, 43, 1140–1142.
    http://dx.doi.org/10.1246/cl.140370
    Selected as Editor’s Choice
    
    
38. Flow Giese reaction using cyanoborohydride as a radical mediator
    Fukuyama, T.; Kawamoto, T.; Kobayashi, M.; Ryu, I.
    Beilstein J. Org. Chem. 2013, 9, 1791–1796.
    http://dx.doi.org/10.3762/bjoc.9.208
    
39. Efficient hydroxymethylation reactions of iodoarenes using CO and 1,3-dimethylimidazol-2-ylidene borane
    Kawamoto, T.; Okada, T.; Curran, D.P.; Ryu, I.
    Org. Lett. 2013, 15, 2144–2147.
    http://dx.doi.org/10.1021/ol4006294
    
40. Radical addition of alkyl halides to formaldehyde in the presence of cyanoborohydride as a radical mediator. A new protocol for hydroxymethylation reaction
    Kawamoto, T.; Fukuyama, T.; Ryu, I.
    J. Am. Chem. Soc. 2012, 134, 875–877.
    http://dx.doi.org/10.1021/ja210585n
    Highlighted in Synform, 2012, 5.
    http://dx.doi.org/10.1055/s-0031-1290940
    Highlighted in Nachrichten aus der Chemie, 2012, 60, 210.
    http://dx.doi.org/10.1002/nadc.201290114
    
41. Stereocontrolled synthesis of substituted bicyclic ethers through oxy-Favorskii rearrangement: Total synthesis of (±)-communiol e
    Kobayashi, S.; Kinoshita, T.; Kawamoto, T.; Wada, M.; Kuroda, H.; Masuyama, A.; Ryu, I.
    J. Org. Chem. 2011, 76, 7096–7103.
    http://dx.doi.org/10.1021/jo201064h
    Highlighted in Synfacts, 2011, 11. 1160.
    http://dx.doi.org/10.1055/s-0031-1289273
    
42. Thermal retro-aldol reaction using fluorous ether F-626 as a reaction medium
    Fukuyama, T.; Kawamoto, T.; Okamura, T.; Denichoux, A.; Ryu, I.
    Synlett 2010, 2193–2196.
    http://dx.doi.org/10.1055/s-0030-1258501
    
43. Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric co in the presence of tetrabutylammonium borohydride
    Kobayashi, S.; Kawamoto, T.; Uehara, S.; Fukuyama, T.; Ryu, I.
    Org. Lett. 2010, 12, 1548–1551.
    http://dx.doi.org/10.1021/ol1002847
    

【Reviews, Accounts, etc】

1. Matsubara, H.; Kawamoto, T.; Fukuyama, T.; Ryu, I.
   Applications of Radical Carbonylation and Amine Addition Chemistry: 1,4-Hydrogen Transfer of 1‑Hydroxylallyl Radicals.
   Acc. Chem. Res. 2018, 51, 2023–2035.
   http://dx.doi.org/10.1021/acs.accounts.8b00278
   

2. Radical reactions of borohydrides
   Kawamoto, T.; Ryu, I.
   Org. Biomol. Chem. 2014, 12, 9733–9742.
   http://dx.doi.org/10.1039/c4ob01784f
   Selected as Inside front cover.
   
   
3. Innovative carbonylation methods
   Kawamoto, T.; Fukuyama, T.; Ryu, I.
   有機合成化学協会誌 2014, 72, 493–505.
   http://dx.doi.org/10.5059/yukigoseikyokaishi.72.493
   
4. Free radical-mediated hydroxymethylation using CO and HCHO
   Kawamoto, T.; Ryu, I.
   Chimia 2012, 66, 372–376.
   http://dx.doi.org/10.2533/chimia.2012.372