原著論文

  1. Total Synthesis and Structure Determination of Cyclodepsipeptide Decatransin. Ohsawa, K.; Fukaya, S.; *Doi, T. Org. Lett. 2022, 24, 5552-5556. DOI: 10.1021/acs.orglett.2c02085.
  2. Electrochemical Hydrogenation of Enones Using a Proton-Exchange Membrane Reactor: Selectivity and Utility. Mitsudo, K.; Inoue, H.; Niki, Y.; Sato, E.; *Suga, S. Beilstein J. Org. Chem. 2022, 18, 1055-1061. DOI: 10.3762/bjoc.18.107.
  3. Room-Temperature Reversible Chemisorption of Carbon Monoxide on Nickel(0) Complexes. Yamauchi, Y.; *Hoshimoto, Y.; Kawakita, T.; Kinoshita, T.; Uetake, Y.; Sakurai, H.; *Ogoshi, S. J. Am. Chem. Soc. 2022, 144, 8818-8826. DOI: 10.1021/jacs.2c02870.
  4. 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, in press. DOI: 10.1002/cctc.202200744.
  5. Mechanochemically Generated Calcium-Based Heavy Grignard Reagents and Their Application to Carbon−Carbon Bond-Forming Reactions. Gao, P.; Jiang, J.; Maeda, S.; *Kubota, K.; *Ito, H. Angew. Chem. Int. Ed. 2022, in press. DOI: 10.1002/anie.202207118.
  6. Palladium-Catalyzed Solid-State Borylation of Aryl Halides Using Mechanochemistry. *Kubota, K.; Baba, E.; Seo, T.; Ishiyama, T.; *Ito, H. Beilstein J. Org. Chem. 2022, 18, 855-862. DOI: 10.3762/bjoc.18.86.
  7. Solid-State Cross-Coupling Reactions of Insoluble Aryl Halides Under Polymer-Assisted Grinding Conditions. *Kubota, K.; Seo, T.; *Ito, H. Faraday Discuss. 2022, in press. DOI: 10.1039/D2FD00121G.
  8. Cu(I)-Catalyzed Enantioselective γ-Boryl Substitution of Trifluoromethyl- and Silyl-substituted Alkenes. Oyama, N.; Akiyama, S.; Kubota, K.; Imamoto, T.; *Ito, H. Eur. J. Org. Chem. 2022, e202200664. DOI: 10.1002/ejoc.202200664.
  9. Photoinduced Divergent Deaminative Borylation and Hydrodeamination of Primary Aromatic Amines. Shiozuka, A.; *Sekine, K.; Toki, T.; Kawashima, K.; *Mori, T.; *Kuninobu, Y. Org. Lett. 2022, 24, 4281-4285. DOI: 10.1021/acs.orglett.2c01663.
  10. Iridium-catalyzed C(sp3)–H Borylation Using Silyl-Bipyridine Pincer Ligands. Kawazu, R.; *Torigoe, T.; *Kuninobu, Y. Angew. Chem. Int. Ed. 2022, 61, e202202327. DOI: 10.1002/anie.202202327.
  11. Mechanistic Insight into Rh-Catalyzed C(sp2)–O Bond Cleavage Applied to Cross-Coupling Reaction of Benzofurans with Aryl Grignard Reagents. *Iwasaki, T.; Ishiga, W.; Pal, S.; Nozaki, K.; *Kambe, N. ACS Catal. 2022, 12, 7936–7949. DOI: 10.1021/acscatal.2c01974.
  12. DAST-mediated ring-opening of cyclopropyl silyl ethers in nitriles: Facile synthesis of allylic amides via Ritter-type process. *Kirihara, M.; Nakamura, R.; Nakakura, K.; Tujimoto, K.; Mohamed S. H. S.; Suzuki, T.; *Takizawa, S. Org. Biomol. Chem. 2022, in press. DOI: 10.1039/D2OB00940D.
  13. Assemblies of 1,4-Bis(diarylamino)naphthalenes and Aromatic Amphiphiles: Highly Reducing Photoredox Catalysis in Waters. Hyodo, Y.; Takahashi, K.; Chitose Y.; Abe, M.; Yoshizawa, M.; *Koike, T.; *Akita, M. Synlett 2022, 33, 1184-1188. DOI: 10.1055/a-1652-2707.
  14. Catalytic Asymmetric Synthesis of 2,6-Disubstituted Cuneanes via Enantioselective Constitutional Isomerization of 1,4-Disubstituted Cubanes. Takebe, H.; *Matsubara, S. Eur. J. Org. Chem. 2022, Early View. DOI: 10.1002/ejoc.202200567.
  15. Studies for Absolute Configuration of Chiral 2,6-Cuneanedicarboxylic Acid Esters. Takebe, H.; Muranaka, A.; Uchiyama, M.: *Matsubara, S. Chem. Lett. 2022, 51, 754–755. DOI: 10.1246/cl.220197.
  16. Lewis Acid-Catalyzed Diastereoselective C−C Bond Insertion of Diazo Esters into Secondary Benzylic Halides for the Synthesis of α,β-Diaryl-β-haloesters. Wang, F.; *Nishimoto, Y.; *Yasuda, M. Angew. Chem. Int. Ed. 2022, 61, e202204462. DOI: 10.1002/anie.202204462.
  17. Pd-Catalyzed 1,4-Carboamination of Bicyclic Bromoarenes with Diazo Compounds and Amines. Wu, Q.; Muto, K.; *Yamaguchi, J. Org. Lett. 2022, 24, 4129–4134. DOI: 10.1021/acs.orglett.2c01233.
  18. Palladium-Catalyzed Tandem Ester Dance/Decarbonylative Cou-pling Reactions. Kubo, M.; Inayama, N.; Ota, E.; *Yamaguchi, J. Org. Lett. 2022, 24, 3855–3860. DOI: 10.1021/acs.orglett.2c01432.
  19. Decarbonylative Reductive Coupling of Aromatic Esters by Nickel and Palladium Catalyst. Peng, Y.; Isshiki, R.; Muto, K.; *Yamaguchi, J. Chem. Lett. 2022, 51, 749–753. DOI: 10.1246/cl.220214.
  20. Catalytic reductive ring opening of epoxides enabled by zirconocene and photoredox catalysis. Aida, K.; Hirao, M.; Funabashi, A.; Sugimura, N.; *Ota, E.; *Yamaguchi, J. Chem 2022, 8, 1762-1774. DOI: 10.1016/j.chempr.2022.04.010.
  21. Ring-Opening Fluorination of Isoxazoles. Komatsuda, M.; Ohki, H.; Kondo Jr., H.; Suto, A.; *Yamaguchi, J. Org. Lett. 2022, 24, 3270–3274. DOI: 10.1021/acs.orglett.2c01149.
  22. Formal Syntheses of Dictyodendrins B, C, and E by a Multi-substituted Indole Synthesis. Kabuki, A; *Yamaguchi, J. Synthesis 2022, ASAP. DOI: 10.1055/a-1786-9881.
  23. anti-Selective Borylstannylation of Alkynes with (o-Phenylenediaminato)borylstannanes by a Radical Mechanism. Suzuki, K.; Sugihara, N.; *Nishimoto, Y.; *Yasuda, M. Angew. Chem. Int. Ed. 2022, 61, e202201883. DOI: 10.1002/anie.202201883.
  24. Intramolecular Propargylic Ene Reaction of Benzyne en Route to Highly Functionalized Allenes and Allenamides, Tawatari, T.; Kato, R.; *Takasu, K.; *Takikawa, H. Synthesis 2022, ASAP. DOI: 10.1055/a-1826-2545.
  25. AI-driven Synthetic Route Design Incorporated with Retrosynthesis Knowledge, Ishida, S.; Terayama, K.; Kojima, R.; Takasu, K.; *Okuno, Y. J. Chem. Inf. Model. 2022, 62, 1357-1367. DOI: 10.1021/acs.jcim.1c01074.
  26. Total Synthesis of Cryptopleurine and its Analogues, *Yamaoka, Y.; Yamakawa, T.; Tateishi, K.; *Takasu, K. Synthesis 2022, 54, 2415-2422. DOI: 10.1055/a-1730-8628.
  27. Catalytic Substrate-Selective Silylation of Primary Alcohols via Remote Functional-Group Discrimination, Hashimoto, Y.; Ueda, Y.; Takasu, K.; *Kawabata, K. Angew. Chem. Int. Ed. 2022, 61, e202114118. DOI: 10.1002/anie.202114118.
  28. 2-(Chlorodiisopropylsilyl)-6-(trimethylsilyl) phenyl triflate: a modified platform for intramolecular benzyne cycloadditions. Tawatari, T.; *Takasu, K.; *Takikawa, H. Chem. Commun. 2021, 57, 11863-11866. DOI: 10.1039/D1CC05264K.
  29. Mechanistic Insights into the Electrocatalytic Hydrogenation of Alkynes on Pt–Pd Electrocatalysts in a Proton-Exchange Membrane Reactor. Nogami, S.; Shida, N.; Iguchi, S.; Nagasawa, K.; Inoue, H.; Yamanaka, I.; *Mitsushima, S.; *Atobe, M. ACS Catal. 2022, 12, 5430-5440. DOI: 10.1021/acscatal.2c01594.
  30. Metal-free C(aryl)–P Bond Cleavage: Experimental and Computational Studies of the Michael Addition/Aryl Migration of Triarylphosphines to Alkenyl Esters. Sako, M.; Kanomata, K.; Mohamed, S. H. S.; Furukawa, T.; Sasai H.; *Takizawa, S. Org. Chem. Front. 2022, 9, 2187-2192. DOI: 10.1039/D2QO00028H.
  31. Photoswitchable Chiral Cation-binding Catalyst: Photocontrol of Catalytic Activity on Enantioselective Aminal Synthesis. Krishnan, C.; *Kondo, M.; Nakamura, K.; Sasai, H.; *Takizawa, S. Org. Lett. 2022, 24, 2670-2674. DOI: 10.1021/acs.orglett.2c00741.
  32. Preparation of Optically Pure Dinuclear Cobalt(III) Complex with Λ–Configuration as a Dianionic Chiral Catalyst. Salem, M. S. H.; Kumar, A.; Sako, M.; Abe, T.; *Takizawa, S.; *Sasai, H. Heterocycles 2021, 103, 225-230. DOI: 10.3987/COM-20-S(K)41.
  33. Chloroamidation of Alkenes Using Sodium Hypochlorite Pentahydrate and its Application to Synthesis of Aziridines. *Kirihara M.; Adachi K.; Sakamoto Y.; Tujimoto K.; Yamahara S.; Matsushima R.; Namba Y.; Sato K.; Kamada T.; Kimura Y.; *Takizawa S. Heterocycles 2021, 103, 699-706. DOI 10.3987/COM-20-S(K)68.
  34. Photoswitchable Chiral Phase Transfer Catalyst. *Kondo, M.; Nakamura, K.; Krishnan, C.; Takizawa, S.; Abe, T.; *Sasai, H. ACS Catal. 2021, 11, 1863-1867. DOI: 10.1021/acscatal.1c00057.
  35. Practical Stereoselective Synthesis of C3‐Spirooxindole‐ and C2‐Spiropseudoindoxyl‐Pyrrolidines via Organocatalyzed Pictet‐Spengler Reaction/Oxidative Rearrangement Sequence. Kondo, M.; Matsuyama, N.; Aye, T. Z.; Mattan, I.; Sato, T.; Makita, Y.; Ishibashi, M.; Arai, M.; *Takizawa, S.; *Sasai, H. Adv. Synth. Catal. 2021, 363, 2648-2663. DOI: 10.1002/adsc.202001472.
  36. Chemo- and Enantioselective Hetero-coupling of Hydroxycarbazoles Catalyzed by a Chiral Vanadium(v) complex. Sako, M.; Higashida, K.; Kamble, G. T.; Kaut, K.; Kumar, A.; Hirose, Y.; Zhou, D.; Suzuki, T.; Rueping, M.; Maegawa, T.; *Takizawa, S.; *Sasai, H. Org. Chem. Front. 2021, 8, 4878-4885. DOI: 10.1039/D1QO00783A.
  37. Chiral Vanadium(v)-catalyzed Oxidative Coupling of 4-Hydroxycarbazoles. Kamble, G.; Salem, M.; Abe, T.; Park, H.; Sako, M.; *Takizawa, S.; *Sasai, H. Chem. Lett. 2021, 50, 1755-1757. DOI: 10.1246/cl.210367.
  38. Azopyridine-based Chiral Oxazolines with Rare-earth Metals for Photoswitchable Catalysis. Nakamura, K.; *Kondo, M.; Krishnan, C. G.; Takizawa, S.; *Sasai, H. Chem. Commun. 2021, 57, 7414-7417. DOI: 10.1039/d1cc02602j.
  39. Chemo- and Regioselective Cross-dehydrogenative Coupling Reaction of 3-Hydroxycarbazoles with Arenols Catalyzed by a Mesoporous Silica-supported Oxovanadium. Kasama, K.; Kanomata, K.; Hinami, Y.; Mizuno, K.; Uetake, Y.; Amaya, T.; Sako, M.; Takizawa, S.; Sasai, H.; *Akai, S. RSC Adv. 2021, 11, 35342-35350. DOI: 10.1039/d1ra07723f.
  40. Indium-Catalyzed Formal Carbon−Halogen Bond Insertion: Synthesis of α‐Halo-α,α-disubstituted Esters from Benzylic Halides and Diazo Esters. Wang, F.; *Nishimoto, Y.; *Yasuda, M. Org. Lett. 2022, 24, 1706-1710. DOI: 10.1021/acs.orglett.2c00343.
  41. Bis-periazulene (Cyclohepta[def]fluorene) as a Nonalternant Isomer of Pyrene: Synthesis and Characterization of Its Triaryl Derivatives. Horii, K.; Kishi, R.; Nakano, M.; Shiomi, D.; Sato, K.; *Konishi, A.; *Yasuda, M. J. Am. Chem. Soc. 2022, 144, 3370-3375. DOI: 10.1021/jacs.2c00476.
  42. Synthesis of Piperidine and Pyrrolidine Derivatives by Electroreductive Cyclization of Imine with Terminal Dihaloalkanes in a Flow Microreactor. Naito, Y.; *Shida, N.; *Atobe, M. Beilstein J. Org. Chem. 2022, 18, 350-359. DOI: 10.3762/bjoc.18.39.
  43. α-Amino acid and peptide synthesis using catalytic cross-dehydrogenative coupling. Tsuji, T.; Hashiguchi, K.; Yoshida, M; Ikeda, T; Koga, Y; Honda, Y; Tanaka, T.; Re, S; Mizuguchi, K; Takahashi, D; *Yazaki, R.; *Ohshima, T. Nat. Synth. 2022, 1, 304-312. DOI: 10.1038/s44160-022-00037-0.
  44. Bayesian Optimization with Constraint on Passed Charge for Multiparameter Screening of Electrochemical Reductive Carboxylation in a Flow Microreactor. Naito, Y.; Kondo, M.; Nakamura, Y.; Shida, N.; Ishikawa, K.; *Washio, T.; *Takizawa, S.; *Atobe, M. Chem. Commun. 2022, 58, 3893-3896. DOI: 10.1039/D2CC00124A.
  45. Integrated Flow Emulsion Electrosynthetic System by in situ Generation of Emulsion, Subsequent Emulsion Electrolysis, and Final Phase Separation. Mikami, R.; *Shida, N.; *Atobe, M. Org. Process Res. Dev. 2022, 26, 1268-1278. DOI: 10.1021/acs.oprd.2c00004.
  46. Investigation of Parameter Control for Electrocatalytic Semihydrogenation in a Proton-Exchange Membrane Reactor Utilizing Bayesian Optimization. *Nagaki, A.; Ashikari, Y.; Tamaki, T.; Takahashi, Y.; Yao, Y.; Atobe, M. Front. Chem. Eng. 2022, 3, 819752. DOI: 10.3389/fceng.2021.819752.
  47. Triple-phase Boundary in Anion-exchange Membrane (AEM) Reactor Enables Selective Electrosynthesis of Aldehyde from Primary Alcohol. Ido, Y.; Fukazawa, A.; Furutani, Y.; Sato, Y.; *Shida, N.; *Atobe, M. ChemSusChem, 2021, 14, 5405-5409. DOI: 10.1002/cssc.202102076.
  48. Anodic Substitution Reaction of Carbamates in a Flow Microreactor Using a Stable Emulsion Solution. Mikami, R.; Nakamura, Y.; *Shida, N.; *Atobe, M. React. Chem. Eng. 2021, 6, 2024-2028. DOI: 10.1039/D1RE00403D.
  49. Electrocatalytic Hydrogenation of Benzoic Acids in a Proton-exchange Membrane Reactor. Fukazawa, A.; Shimizu, Y.; *Shida, N.; *Atobe, M. Org. Biomol. Chem. 2021, 19, 7363-7368. DOI: 10.1039/D1OB01197A.
  50. Integrated Flow Synthesis of α-Amino Acids by in situ Generation of Aldimines and Subsequent Electrochemical Carboxylation. Naito, Y.; Nakamura, Y.; Shida, N.; Senboku, H.; *Tanaka, K.; *Atobe, M. J. Org. Chem. 2021, 86, 15953-15960. DOI: 10.1021/acs.joc.1c00821.
  51. Electrolytic Oxidation of 1H-1,2,4-Triazole, 3-Amino-1,2,4-triazole, and 4-Amino-1,2,4-triazole for Energetic Material Synthesis. Mori, K.; *Kumasaki, M.; Atobe, M. Sci. Technol. Energ. Mater. 2021, 82, 44-49. DOI: 10.34571/stem.82.2_44.
  52. Electrochemical Trimerization of Catechol to 2,3,6,7,10,11-Hexahydroxytriphenylene Using a Flow Microreactor. Nakamura, Y.; Sato, Y.; *Shida, N.; *Atobe, M. Electrochemistry 2021, 89, 395-399. DOI: 10.5796/electrochemistry.21-00053.
  53. Electrosynthesis in Laminar Flow Using a Flow Microreactor. *Shida, N.; Nakamura, Y.; *Atobe, M. Chem. Rec. 2021, 21, 2164-2177. DOI: 10.1002/tcr.202100016.
  54. Au-catalyzed Electrochemical Oxidation of Alcohols Using an Electrochemical Column Flow Cell. Tatsuya, S.; *Shida, N.; *Atobe, M. Electrochem. Commun. 2021, 124, 106944. DOI: 10.1016/j.elecom.2021.106944.
  55. Pd-Catalyzed Asymmetric Dearomative Arylation of Indoles via a Desymmetrization Strategy. Nie, Y.-H.; Komatsuda, M.; Yang, P.; Zheng, C.; Yamaguch, J.; *You, S.-L. Org. Lett. 2022, 24, 1481-1485. DOI: 10.1021/acs.orglett.2c00129.
  56. Phosphorylation of RNA Polymerase II by CDKC;2 Maintains the Arabidopsis Circadian Clock Period. Uehara, T. N.; Nonoyama, T.; Taki, K.; Kuwata, K.; Sato, A.; Fujimoto, K. J.; Hirota, T.; Matsuo, H.; Maeda, A. E.; Ono, A.; Takahara, T. T.; Tsutsui, H.; Suzuki, T.; Yanai, T.; Kay, S. A.; Itami, K.; Kinoshita, T.; *Yamaguchi, J.; *Nakamichi, N. Plant Cell Physiol 2022, 63, 450-462. DOI: 10.1093/pcp/pcac011.
  57. Carboboration-Driven Generation of a Silylium Ion for Vinylic C–F Bond Functionalization by B(C6F5)3 Catalysis. Yata, T.; *Nishimoto, Y.; *Yasuda, M. Chem. Eur. J. 2022, 28, 146-151. DOI: 10.1002/chem.202103852
  58. Catalytic Dehydrogenative β-Alkylation of Amino Acid Schiff Bases with Hydrocarbon. Ikeda, T.; Ochiishi, H.; Yoshida, M.; *Yazaki, R.; *Ohshima, T. Org. Lett. 2022, 24, 369-373. DOI: 10.1021/acs.orglett.1c04042.
  59. Ring-Opening Fluorination of Bicyclic Azaarenes. Komatsuda, M.; Suto, A.; Kondo, H.; Takada, Jr., H.; Kato, K.; Saito, B.; *Yamaguchi, J. Chem. Sci. 2022, 13, 665-670. DOI: 10.1039/D1SC06273E.
  60. Catalytic Enantioselective Strecker Reaction of Isatin-Derived N-Unsubstituted Ketimines. Kadota, T.; Sawa, M.; Kondo, Y.; *Morimoto, H.; *Ohshima, T. Org. Lett. 2021, 23, 4553-4558. DOI: 10.1021/acs.orglett.1c01194.
  61. Insertion of Diazo Esters into C−F Bonds toward Diastereoselective One-Carbon Elongation of Benzylic Fluorides: Unprecedented BF3 Catalysis with C−F Bond Cleavage and Re-formation. Wang, F.; *Nishimoto, Y.; *Yasuda, M.  J. Am. Chem. Soc. 2021, 143, 20616-20621.  DOI: 10.1021/jacs.1c10517.
  62. Application of an Electrochemical Microflow Reactor for Cyanosilylation: Machine Learning-assisted Exploration of Suitable Reaction Conditions for Semi-large-scale Synthesis. Sato, E.; Fujii, M.; Tanaka, H.; Mitsudo, K.; Kondo, M.; Takizawa, S.; Sasai, H.; Washio, T.; Ishikawa, K.; *Suga, S. J. Org. Chem. 2021, 86, 16035-16044. DOI: 10.1021/acs.joc.1c01242.
  63. Energy-, Time-, and Labor-saving Synthesis of α-Ketiminophosphonates: Machine-learning-assisted Simultaneous Multiparameter Screening for Electrochemical Oxidation. Kondo, M.; Sugizaki, A.; Khalid, Md. I.; Wathsala, H. D. P.; Ishikawa, K.; Hara, S.; Takaai, T.; *Washio, T.; *Takizawa, S.; *Sasai, H. Green Chem. 2021, 23, 5825-5831. DOI: 10.1039/D1GC01583D.
  64. Exploration of Flow Reaction Conditions Using Machine-learning for Enantioselective Organocatalyzed Rauhut-Currier and [3+2] Annulation Sequence. Kondo, M.; Wathsala, H. D. P.; Sako, M.; Hanatani, Y.; Ishikawa, K.; Hara, S.; Takaai, T.; *Washio, T.;  *Takizawa, S.;  *Sasai, H. Chem. Commun. 2020, 56, 1259-1262. DOI: 10.1039/C9CC08526B.

 

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