久保田浩司

Koji Kubota

准教授

TEL: 011-706-8127

FAX: 011-706-6561

E-mail: kbteng.hokudai.ac.jp

ROOM: フロンティア応用科学研究棟 4-08

発表論文

76.

Scaling theory for the kinetics of mechanochemical reactions with convective flow

Yamamoto, T.*; Kubota, K.; Harabuchi, Y.; Ito, H. RSC Mechanochem. 2025, Just Accepted
DOI: 10.1039/D4MR00091A
75.

Mechanochemical Generation of Aryl Barium Nucleophiles from Unactivated Barium Metal

Kubota, K.*; Kawamura, S.; Jiang, J.; Maeda, S.; Ito, H.* Chem. Sci. 2024, Just Accepted
DOI: 10.1039/D4SC05361C
74.

Direct arylation of alkyl fluorides using in situ mechanochemically generated calcium-based heavy Grignard reagents

Gao, P.; Jiang, J.; Fukuzawa, Y.; Maeda, S.; Kubota, K.*; Ito, H.* RSC Mechanochem. 2024, 1, 486–491.
DOI: 10.1039/D4MR00067F
73.

Dissolution-Limited Reactions in Solid-State Synthesis

Yamamoto, T.*; Kubota, K.; Ito, H. J. Soc. Rheol. Jpn. 2024, 52, 161–170.
DOI: 10.1678/rheology.52.161
72.

Mechanochemistry Enabled Highly Efficient Solvent-Free Deoxygenation of Phosphine Oxides in Air

Kubota, K.*; Hisazumi, R.; Seo, T.; Ito, H.* RSC Mechanochem. 2024, 1, 250–254.
DOI: 10.1039/D4MR00011K
71.

Highly Efficient and Air-tolerant Calcium-based Birch Reduction Using Mechanochemistry

Kubota, K.*; Fukuzawa, Y.; Kondo, K.; Gao, Y.; Ito, H.* Chem. Lett. 2024, 53, upae060.
DOI: 10.1093/chemle/upae060
70.

Solid-state nickel(0)-mediated Yamamoto coupling enabled by mechanochemistry

Kubota, K.*; Shizukuishi, N.; Kubo, S.; Ito, H.* Chem. Lett. 2024, 53, upae056.
DOI: 10.1093/chemle/upae056
69.

Mechanochemistry enabling highly efficient Birch reduction using sodium lumps and D-(+)-glucose

Kondo, K.; Kubota, K.*; Ito, H.* Chem. Sci. 2024, 15, 4452–4457.
DOI: 10.1039/D3SC06052G
68.

Solid-State Mechanochemistry for the Rapid and Efficient Synthesis of Tris-Cyclometalated Iridium(III) Complexes

Kubota, K.*; Endo, T.; Ito, H.* Chem. Sci. 2024, 15, 3365–3371.
DOI: 10.1039/D3SC05796H
67.

Ring Expansion of Cyclic Boronates via Oxyboration of Arynes

Shiratori, Y. ; Jiang, J.; Kubota, K.; Maeda, S; Ito, H.* J. Am. Chem. Soc. 2024, 146, 1765.
DOI: 10.1021/jacs.3c11851
66.

Using Mechanochemistry to Activate Commodity Plastics as Initiators for Radical Chain Reactions of Small Organic Molecules

Kubota, K.*; Jiang, J.; Kamakura, Y.; Hisazumi, R.; Endo, T.; Miura, D.; Kubo, S.; Maeda, S.; Ito, H.* J. Am. Chem. Soc. 2024, 146, 1062.
DOI: 10.1021/jacs.3c12049

・北海道大学 PRESS RELEASE 「プラスチック材料を開始剤とするラジカル反応の開発～医薬品や機能性材料をより安全で環境に優しく生産するための有機合成プロセスの開発へ～」
・WPI-ICREDD PRESS RELEASE 「Turning plastic trash into chemistry treasure」
・Highlighted in Packaging Insights「Japanese researchers develop novel radical chain reaction method to recycle and detoxify plastic waste」
・Highlighted in SWIFT TELECAST「Reusing plastic waste to kickstart radical chain reactions, improving process safety and efficiency」
・Highlighted in nano werk「Turning plastic trash into chemistry treasure」
・Highlighted in AZO CREANTECH「Plastic Waste Finds New Purpose, Fuels Sustainable Chemical Reactions」
・Highlighted in AZO MATERIALS「Waste Plastics Initiate Safe and Efficient Radical Chain Reactions」
65.

Mechanochemical Synthesis of Non-Solvated Dialkylalumanyl Anion and XPS Characterization of Al(I) and Al(II) Species

Kurumada, S.; Yamanashi, R.; Sugita, K.; Kubota, K.; Ito, H.; Ikemoto, S.; Chen, C.; Moriyama, T.; Muratsugu, S.; Tada, M.; Koitaya, T.; Ozaki, T.; Yamashita, M.* Chem. Eur. J. 2023, e202303073.
DOI: 10.1002/chem.202303073
64.

Solid-state mechanochemical cross-coupling of insoluble substrates into insoluble products by removable solubilizing silyl groups: Uniform synthesis of nonsubstituted linear oligothiophenes

Kubota, K.*; Kondo, K.; Seo, T.; Jin, M.; Ito, H.* RSC Adv. 2023, 13, 28652–28657.
DOI: 10.1039/D3RA05571J
63.

Stereospecific synthesis of silicon-stereogenic optically active silylboranes and general synthesis of chiral silyl anions

Wang, X.; Feng, C.; Jiang, J.; Maeda, S.; Kubota, K.*; Ito, H.* Nature Commun. 2023, 14, 5561.
DOI: 10.1038/s41467-023-41113-z
62.

Dual Nickel(II)/Mechanoredox Catalysis: Mechanical-force-driven Aryl-amination Reactions Using Ball Milling and Piezoelectric Materials

Seo, T.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2023, 62, e202311531.
DOI: 10.1002/anie.202311531
61.

Exploring novel synthetic concepts and strategies using mechanochemistry

Kubota, K.* Bull. Chem. Soc. Jpn 2023, 96, 913–930.
DOI: 10.1246/bcsj.20230157
60.

An Improved Catalytic System for Solid-state Iridium(I)-catalyzed C–H Borylation Using Mechanochemistry

Kondo, K.; Kubota, K.*; Ito, H.* Chem. Lett. 2023, 52, 333–336.
DOI: 10.1246/cl.230081
59.

Mechanochemical Approach for Air-Tolerant and Extremely Fast Lithium-Based Birch Reductions in Minutes

Gao, Y.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2023, 62, e202217723.
DOI: 10.1002/anie.202217723

・北海道大学 PRESS RELEASE 「空気下、室温で実施可能な超高速バーチ還元反応を開発～ボールミルを用いたメカノケミカル法により、従来の溶液合成の制限を克服～」
・Featured by Science 「The Ultimate Birch Reduction?」
58.

In Situ and Real-Time Visualization of Mechanochemical Damage in Double-Network Hydrogels by Prefluorescent Probe via Oxygen-Relayed Radical Trapping

Zheng, Y.; Jiang, J.; Jin, M.*; Miura, D.; Lu, F. X.; Kubota, K.; Nakajima, T.; Maeda, S.*; Ito, H.*; Gong, J. P.* J. Am. Chem. Soc. 2023, 145, 7376–7389.
DOI: 10.1021/jacs.2c13764
57.

Mechanochemistry-Directed Ligand Design: Development of a High-Performance Phosphine Ligand for Palladium-Catalyzed Mechanochemical Organoboron Cross-Coupling

Seo, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2023, 145, 6823–6837.
DOI: 10.1021/jacs.2c13543

・北海道大学 PRESS RELEASE 「メカノケミカル有機合成反応に特化した触媒の開発に成功～有機溶媒の使用量を低減する環境調和型物質生産プロセスの拡充へ～」

・Highlighted in Nature Synthesis 「Suzuki-Miyaura Mechanochemistry」

・Highlighted in News Paper: 日本経済新聞 2023-03-23
56.

Solid-state Silver-catalyzed Ring-opening Fluorination of Cyclobutanols Using Mechanochemistry

Isshiki, R.*; Kubota, K.*; Ito, H.* Synlett 2023, 34, 1419–1424.
DOI: 10.1055/a-2021-9599
55.

Solid-state cross-coupling reactions of insoluble aryl halides under polymer-assisted grinding conditions

Kubota, K.*; Seo, T.; Ito, H.* Faraday Discuss. 2023, 241, 104–113.
DOI: 10.1039/D2FD00121G
54.

Mechanochemical Protocol Facilitates the Generation of Arylmanganese Nucleophiles from Unactivated Manganese Metal

Takahashi, R.; Gao, P.; Kubota, K.*; Ito, H.* Chem. Sci. 2023, 14, 499–505.
DOI: 10.1039/D2SC05468J

This paper has been selected and included in the 2023 most popular organic chemistry articles collection.
53.

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
52.

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, 61, e202207118.
DOI: 10.1002/anie.202207118
51.

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.
DOI: 10.3762/bjoc.18.86
50.

Insight into the Reactivity Profile of Solid-State Aryl Bromides in Suzuki-Miyaura Cross-Coupling Reactions Using Ball Milling

Kubota, K.*; Kondo, K.; Seo, T.; Ito, H.* Synlett 2022, 33, 898–902.
DOI: 10.1055/a-1748-3797
49.

Efficient Access to Materials-Oriented Aromatic Alkynes via the Mechanochemical Sonogashira Coupling of Solid Aryl Halides with Large Polycyclic Conjugated Systems

Gao, Y.; Feng, C.; Seo, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2022, 13, 430–438.
DOI: 10.1039/D1SC05257H
48.

Solid-State C−N Cross-Coupling Reactions with Carbazoles as Nitrogen Nucleophiles Using Mechanochemistry

Kubota, K.*; Endo, T.; Uesugi, M.; Hayashi, Y.; Ito, H.* ChemSusChem 2022, 15, e202102132.
DOI: 10.1002/cssc.202102132
47.

Development of Selective Reactions Using Ball Milling

Kubota, K.*; Ito, H.* J. Synth. Org. Chem. Jpn. 2021, 79, 492–502.
DOI: 10.5059/yukigoseikyokaishi.79.492
46.

Palladium-Catalyzed Solid-State Polyfluoroarylation of Aryl Halides Using Mechanochemistry

Takahashi, Rikuro; Seo, T.; Kubota, K.*; Ito, H.* ACS Catal. 2021, 11, 14803–14810.
DOI: 10.1021/acscatal.1c03731
45.

Mechanochemical synthesis of magnesium-based carbon nucleophiles in air and their use in organic synthesis

Takahashi, R.; Hu, A.; Gao, P.; Gao, Y.; Pang, Y.; Seo, T.; Maeda, S.; Jiang, J.; Takaya, H.; Kubota, K.*; Ito, H.* Nature Commun. 2021, 12, 6691.
DOI: 10.1038/s41467-021-26962-w

・プレスリリース: 120 年の歴史を塗り替える：ペースト状グリニャール試薬の合成に成功
44.

Synthesis of Hydrosilylboronates via the Monoborylation of a Dihydrosilane Si−H Bond and Their Application for the Generation of Dialkylhydrosilyl Anions

Takeuchi, T.; Shishido, R.; Kubota, K.*; Ito, H.* Chem. Sci. 2021, 12, 11799–11804.
DOI: 10.1039/D1SC01440D
43.

Synthesis of Chiral α-Amino Tertiary Boronates via the Catalytic Enantioselective Nucleophilic Borylation of Dialkyl Ketimines

Kubota, K.*; Miura, D.; Takeuchi, T.; Osaki, S.; Ito, H.* ACS Catal. 2021, 11, 6733–6740.
DOI: 10.1021/acscatal.1c01689

・Highlighted in Synfacts: Copper-Catalyzed Enantioselective Borylation of Dialkyl Ketimines
42.

Introduction of a Luminophore into Generic Polymers via Mechanoradical Coupling with a Prefluorescent Reagent

Kubota, K.*; Toyoshima, N.; Miura, D.; Jiang, J.; Maeda, S.; Jin, M.*; Ito, H.* Angew. Chem. Int. Ed. 2021, 60, 16003–16008.
DOI: 10.1002/anie.202105381

・プレスリリース: 簡便に発光ポリマーを調製する方法を開発
41.

Tackling Solubility Issues in Organic Synthesis: Solid-State Cross-Coupling of Insoluble Aryl Halides

Seo, T.; Toyoshima, N; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2021, 143, 6165–6175.
DOI: 10.1021/jacs.1c00906

・Highlighted in Synfacts: Solid-State Suzuki-Miyaura Cross-Coupling of Insoluble Aryl Halides Using a Ball-Milling Approach

・プレスリリース: 溶けない化合物でも使えるクロスカップリング反応の開発
40.

A Copper(I)-Catalyzed Radical Relay Reaction Enabling the Intermolecular 1,2-Alkylborylation of Unactivated Olefins

Akiyama, S.; Oyama, N.; Endo, T.; Kubota, K.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 5260–5268.
DOI: 10.1021/jacs.1c02050
39.

Copper(I)-Catalyzed Stereoselective Silylative Dearomatization of Indoles and Pyrroles using Silylboronates

Hayama, K.; Takahashi, Rikuro.; Kubota, K.; Ito, H.* Chem. Lett. 2021, 50, 289–292.
DOI: 10.1246/cl.200725
38.

A Glove-box- and Schlenk-line-free Protocol for Solid-state C-N Cross-coupling Reactions Using Mechanochemistry

Kubota, K.*; Takahashi, Rikuro; Uesugi, M.; Ito, H.* ACS Sustainable Chem. Eng. 2020, 8, 16577–16582.
DOI: 10.1021/acssuschemeng.0c05834
37.

Solid-State Radical C−H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials

Pang, Y.; Lee, J. W.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2020, 59, 22570–22576.
DOI: 10.1002/anie.202009844

This is our second paper for mechanoredox reaction. See also, https://science.sciencemag.org/content/366/6472/1500
36.

General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis

Shishido, R.; Uesugi, M.; Takahashi, Rikuro.; Mita, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 14125–14133.
DOI: 10.1021/jacs.0c03011
35.

Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by In-situ Crystallization

Seo, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 9884–9889.
DOI: 10.1021/jacs.0c01739

Under ball milling reaction conditions, palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of unbiased dibromoarenes selectively afford the monoarylated products. This study gives a new approach that uses in-situ structure transitions in solids to achieve selective organic transformations difficult with traditional solution-based synthesis.
34.

Copper(I)-Catalyzed Boryl Substitution of 1-Trifluoromethyl Allenes for the Synthesis of 3-Boryl-Substituted 1,1-gem-Difluorodienes

Akiyama, S.; Nomura, S; Kubota, K.; Ito, H.* J. Org. Chem. 2020, 85, 4172–4181.
DOI: 10.1021/acs.joc.9b03353

A method to synthesize 3-boryl-1,1-gem-difluorodienes via the copper(I)-catalyzed boryl substitution of trifluoromethyl-substituted allenes was developed. The borylated compounds were obtained up to 91% yield with excellent selectivity. We proposed that the reaction proceeded via γ-selective borylcupration into the trifluoromethyl-substituted allene, followed by copper(I)-β-fluoro elimination. Subsequent transformations of the borylation product by Suzuki–Miyaura cross-coupling or Diels–Alder reaction provided various compounds bearing a difluoro moiety, which are difficult to synthesize by existing methods.
33.

Synthesis of Chiral N-Heterocyclic Allylboronates via the Enantioselective Borylative Dearomatization of Pyrroles

Hayama, K.; Kojima, R.; Kubota, K.; Ito, H.* Org. Lett. 2020, 22, 739–744.
DOI: 10.1021/acs.orglett.9b04581
32.

Air- and moisture-stable Xantphos-ligated palladium dialkyl complex as a precatalyst for cross-coupling reactions

Takahashi, R.; Kubota, K.*; Ito, H.* Chem. Commun. 2020, 56, 407–410.
DOI: 10.1039/C9CC06946A
31.

Mechanochemical cross-coupling reactions

Kubota, K.*; Ito, H.* Trends Chem. 2020, 2, 1066–1081.
DOI: 10.1016/j.trechm.2020.09.006
30.

Redox Reactions of Small Organic Molecules Using Ball Milling and Piezoelectric Materials

Kubota, K.*; Pang, Y.; Miura, A.; Ito, H.* Science 2019, 366, 1500–1504.
DOI: 10.1126/science.aay8224
29.

Solid-State Suzuki-Miyaura Cross-Coupling Reactions: Olefin-Accelerated C–C Coupling Using Mechanochemistry

Seo, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2019, 10, 8202–8210.
DOI: 10.1039/C9SC02185J

・Highlighted in Chemistry World: Mechanochemistry bypasses need for solvents in Suzuki coupling

・Highlighted in Synfacts: Rebuilding from the Dust: Suzuki-Miyaura Cross-Coupling Using Mechanical Grinding
28.

Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives

Akiyama, S.; Kubota, K.; Mikus, M. S.; Paioti, P. H. S.; Romiti, F.; Liu, Q.; Zhou, Y.; Hoveyda, A. H.*; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11998–12003.
DOI: 10.1002/anie.201906283

　　

Highlighted as a Frontispiece in Issue 35, 2019
27.

Copper(I)-Catalyzed Enantioconvergent Borylation of Racemic Benzyl Chlorides Enabled by Quadrant-by-Quadrant Structure Modulation of Chiral Bisphosphine Ligands

Iwamoto, H.; Endo, K.; Ozawa, Y.; Watanabe, Y.; Kubota, K.; Imamoto, T.; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11112–11117.
DOI: 10.1002/anie.201906011
26.

Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(I)-catalysed borylative cyclization of aliphatic ketones

Kubota, K.; Uesugi, M.; Osaki, S.; Ito, H.* Org. Biomol. Chem. 2019, 17, 5680–5683.
DOI: 10.1039/C9OB00962K
25.

Mechanochemistry allows carrying out sensitive organometallic reactions in air: Glove-box-and-Schlenk-line-free synthesis of oxidative addition complexes from aryl halides and palladium(0)

Kubota, K.*; Takahashi, R.; Ito, H.* Chem. Sci. 2019, 10, 5837–5842.
DOI: 10.1039/C9SC01711A
24.

Iridium(I)-Catalyzed C-H Borylation in Air by Using Mechanochemistry

Pang, Y.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Eur. J. 2019, 25, 4654–4659.
DOI: 10.1002/chem.201900685
23.

Olefin-accelerated solid-state C–N cross-coupling reactions using mechanochemistry

Kubota, K.*; Seo, T.; Koide, K.; Hasegawa, Y.; Ito, H.* Nature Communications 2019, 10, 111.
DOI: 10.1038/s41467-018-08017-9

https://www.nature.com/articles/s41467-018-08017-9

・北海道大学 PRESS RELEASE 固体状態で進行するクロスカップリング反応を開発
・Behind the Paper (Nature Research Chemistry Community) Cross-Coupling in Solid Using Mechanochemistry
・Highlighted in News Paper: 日経産業新聞20190111
・Highlighted in News Paper: 日刊工業新聞20190115
・Highlighted in News Web: NHK 北大医薬品合成で新手法開発
・Highlighted in News Web: 環境展望台北大固体状態で進行する有機合成反応プロセスを開発
・Selected as “Nature Communications Editor’s Highlights”
・Highlighted in Phys.org.: Boosting solid state chemical reactions
・Highlighted in Converter News: Olefin Enables Efficient Solvent-Free Cross-Coupling Reactions
・Highlighted in Technology Networks: Olefin Makes Chemistry Greener
・Highlighted in Chem Station: スポットライトリサーチ ”メカノケミストリーを用いた固体クロスカップリング反応”
22.

Copper(I)-Catalyzed Stereoselective Defluoroborylation of Aliphatic Gem-Difluoroalkenes

Ito, H.*; Seo, T.; Kojima, R.; Kubota, K. Chem. Lett. 2018, 47, 1330–1332.
DOI: 10.1246/cl.180656
21.

Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer Type Transformation Using Phase-Transfer Catalysis

Biswas, S.; Kubota, K.; Orlandi, M.; Turberg, M.; Miles, D. H.; Sigman, M. S.; Toste, F. D. Angew. Chem. Int. Ed. 2018, 57, 589–593.
DOI: 10.1002/anie.201711277
20.

Palladium Oxidative Addition Complexes for Peptide and Protein Crosslinking

Kubota, K.; Dai, P.; Pentelute B. L.; Buchwald S. L. J. Am. Chem. Soc. 2018, 140, 3128–3133.
DOI: 10.1021/jacs.8b00172
19.

Copper(I)-Catalyzed Diastereoselective Dearomative Carboborylation of Indoles

Hayama, K.; Kubota, K.; Iwamoto, H.; Ito, H.* Chem. Lett. 2017, 46, 1800–1802.
DOI: 10.1246/cl.170825
18.

Copper(I)-Catalyzed Regio- and Stereoselective Intramolecular Alkylboration of Propargyl Ethers and Amines

Iwamoto, H.; Ozawa, Y.; Kubota, K.; Ito, H.* J. Org. Chem. 2017, 82, 10563–10573.
DOI: 10.1021/acs.joc.7b02071
17.

Stereodivergent Hydrodefluorination of gem-Difluoroalkenes: Selective Synthesis of (Z)- and (E)-Monofluoroalkenes

Kojima, R.; Kubota, K.; Ito, H.* Chem. Commun. 2017, 53, 10688–10691.
DOI: 10.1039/C7CC05225A

・Highlighted in Synfacts 2018, 14, 55. DOI: 10.1055/s-0036-1591076
16.

Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Ketones: Synthesis of Enantioenriched Chiral Tertiary alpha-Hydroxyboronates

Kubota, K.; Osaki, S.; Jin, M.; Ito, H.* Angew. Chem. Int. Ed. 2017, 56, 6646–6650.
DOI: 10.1002/anie.201702826

・北海道大学 PRESS RELEASE

・Highlighted in Synfacts 2017, 13, 745. DOI: 10.1055/s-0036-1590558
15.

Formal Nucleophilic Borylation and Borylative Cyclization of Organic Halides

Kubota, K.; Iwamoto, H.; Ito, H.* Org. Biomol. Chem. 2017, 15, 285–300.
DOI: 10.1039/C6OB02369J

• Selected as the most cited and accessed articles published in Organic & Biomolecular Chemistry (OBC) in 2017.
14.

Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions

Kubota, K.; Watanabe, Y.; Ito, H.* Adv. Synth. Catal. 2016, 358, 15, 2379–2384.
DOI: 10.1002/adsc.201600372
13.

Computational Insight into the Enantioselective Nucleophilic Borylation of a Polarized C=O Double Bond Catalyzed by Di-phosphine-Borylcopper(I) Complexes

Kubota, K.; Jin, M.; Ito, H.* Organometallics 2016, 35, 1376–1383.
DOI: 10.1021/acs.organomet.5b00621
12.

Enantioselective Synthesis of Chiral Piperidines via the Stepwise Dearomatization/Borylation of Pyridines

Kubota, K.; Watanabe, Y.; Hayama, K.; Ito, H.* J. Am. Chem. Soc. 2016, 138, 13, 4338–4341.
DOI: 10.1021/jacs.6b01375
11.

Highly Selective Markovnikov Hydroboration of Alkyl-Substituted Terminal Alkenes with a Phosphine-Copper(I) Catalyst

Iwamoto, H.; Kubota, K.; Ito, H. Chem. Commun. 2016, 5916–5919.
DOI: 10.1039/C6CC00782A

Highlighted as a Back Cover in Issue 35, 2016
10.

Copper(I)-Catalyzed Diastereoselective Borylative Exo-Cyclization of Alkenyl Aryl Ketones

Yamamoto, E.; Kojima, R.; Kubota, K.; Ito, H. Synlett 2015, 27, 2, 272–276.
DOI: 10.1055/s-0035-1560721
9.

Enantioselective Borylative Dearomatization of Indoles through Copper(I) Catalysis

Kubota, K.; Hayama, K.; Iwamoto, H.; Ito, H. Angew. Chem. Int. Ed. 2015, 54, 8809–8813.
DOI: 10.1002/anie.201502964

・Highlighted in Synfacts 2015, 11, 840. DOI: 10.1055/s-0034-1381153
8.

Copper(I)-Catalyzed Carbon–Halogen Bond-Selective Boryl Substitution of Alkyl Halides Bearing Terminal Alkene Moieties

Iwamoto, H.; Kubota, K.; Yamamoto, E; Ito, H. Chem. Comm. 2015, 51, 9655–9658.
DOI: 10.1039/C5CC02760H
7.

Reaction Optimization, Scalability, and Mechanistic Insight on the Catalytic Enantioselective Desymmetrization of 1,1-Diborylalkanes via Suzuki–Miyaura Cross-Coupling

Sun, H.; Kubota, K.; Hall, D. G. Chem. Eur. J. 2015, Early View
DOI: doi/10.1002/chem.201406680
6.

Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes

Kubota, K.; Iwamoto, H.; Yamamoto, E; Ito, H. Org. Lett. 2015, 17, 620–623.
DOI: 10.1021/ol503620n

・Highlighted in Synfacts 2015, 11, 406. DOI: 10.1055/s-0034-1380388
5.

Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Aldehydes: An Efficient Route to Enantiomerically Enriched α-Alkoxyorganoboronate Esters

Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2015, 137, 1, 420–424.
DOI: 10.1021/ja511247z

・Highlighted in Synfacts 2015, 11, 286. DOI: 10.1055/s-0034-1380053
4.

Selective Synthesis of Organoboron Compounds with Copper(I)-Phosphine Complex Catalysts

Yamamoto, E.; Takenouchi, Y.; Kubota, K.; Ito, H. J. Synth. Org. Chem. Jpn. 2014, 72, 758–769.
DOI: 10.5059/yukigoseikyokaishi.72.758
3.

Regio- and Enantioselective Monoborylation of Alkenylsilanes Catalyzed by an Electron-Donating Chiral Phosphine-opper(I) Complex

Kubota, K.; Yamamoto, E.; Ito, H. Advanced Synthesis & Catalysis 2013, 355, 3527–3531.
DOI: 10.1002/adsc.201300765

・Highlighted in Synfacts, 2013, 10, 284. DOI: 10.1055/s-0033-1340694
2.

Copper(I)-Catalyzed Borylative Exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond

Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2013, 135, 2635–2640.
DOI: 10.1021/ja3104582
1.

Copper(I)-Catalyzed Boryl Substitution of Unactivated Alkyl Halides

Ito, H.; Kubota, K. Org. Lett. 2012, 14, 890–893.
DOI: 10.1021/ol203413w