Sakurada, Naoya; Kitazono, Takanori; Ikawa, Takashi; Yamada, Tsuyoshi; Sajiki, Hironao* Pt/CB-Catalyzed Chemoselective Hydrogenation Using in situ-Generated Hydrogen by Microwave Mediated Dehydrogenation of Methylcyclohexane under Continuous-Flow Conditions Catalysts2024, 14, 384. https://doi.org/10.3390/catal14060384 Selected as a Hilight paper on the main page of Catalysts
Yamada, Tsuyoshi; Fujii Akiko; Furugen, Chikara; Kobayashi, Kwihwan; Hyodo, Tomoki; Ikawa, Takashi; Sajiki, Hironao* Gold-Catalyzed Synthesis of Ortho-Quinone Methide Analogues as Reactive Synthetic Precursors Adv. Synth. Catal.2024, 366, 2270–2276. https://doi.org/10.1002/adsc.202400428 Selected as a Front Cover Picture (Adv. Synth. Catal. 2024, 366, 2141).
Ishida, Moeka; Adachi, Rina; Kobayashi, Kazuki; Yamamoto, Yukiko; Kawahara, Chinatsu; Yamada, Tsuyoshi; Aoyama, Hiroshi; Kanomata, Kyohei; Akai, Shuji; Lam, Patrick Y. S.; Sajiki, Hironao; Ikawa, Takashi* First atroposelective Chan–Lam coupling for the synthesis of C–N linked biaryls Chem. Commun. 2024, 60, 621–768. https://doi.org/10.1039/D3CC05447K Selected as an inside front cover 【研究成果】世界初のアトロプ選択的Chan-Lamカップリングを開発しました！｜岐阜薬科大学
2023
Maekawa, Kazuki; Ishizawa, Michiyasu; Ikawa, Takashi; Sajiki, Hironao; Matsumoto, Taro; Tokiwa, Hiroaki; Makishima, Makoto; Yamada, Sachiko* Syntheses of 25-Adamantyl-25-alkyl-1α,25-dihydroxyvitamin D3 Derivatives and Structure-Function Studies of ntagonistic and Agonistic Active Vitamin D Analogs Biomolecules2023, 13, 1082. https://doi.org/10.3390/biom13071082
Yamada, Tsuyoshi; Teranishi, Wataru; Sakurada, Naoya; Ootori, Seiya; Abe, Yuka; Matsuo, Tomohiro; Morii, Yasuharu; Yoshimura, Masatoshi; Yoshimura, Takeo; Ikawa, Takashi; Sajiki, Hironao* Microwave-assisted C–C bond formation of diarylacetylenes and aromatic hydrocarbons on carbon beads under continuous-flow conditions Commun. Chem. 2023, 6, 78. https://doi.org/10.1038/s42004-023-00880-y 【研究成果】マイクロ波のエネルギーを利用して、クリーンな多環芳香族化合物の連続フロー合成法を開発！｜岐阜薬科大学
Park, Kwihwan; Furusato, Shinichi; Furugen, Chikara; Ikawa, Takashi; Yamada, Tsuyoshi; Sajiki, Hironao Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization Asian J. Chem. 2022, 11, e202200263. https://doi.org/10.1002/ajoc.202200263
Oka, Naoki; Yamada, Tsuyoshi; Sajiki, Hironao; Akai, Shuji;* Ikawa, Takashi* Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions Org. Lett.2022, 24, 3510−3514. https://pubs.acs.org/doi/10.1021/acs.orglett.2c01174 【研究成果】誰でも簡単に扱えるボロン酸誘導体を開発しました！｜岐阜薬科大学 Selected as a Supplementary Cover Art Most Read Articles in 30 days (Ranked in No.1). 2022/07/11 Most Read Articles in 12 months (Ranked in No.1).2022/07/11-2022/12/18 The most read #OrgLett articles for 2022. Highlighted in Chem-Station (https://www.chem-station.com/blog/2022/07/smc.html) Highlighted in Faculty Opinions (https://doi.org/10.3410/f.742220886.793594018) Highlighted in Synfacts SYNFACTS Contributors: Oestreich, Martin; Klare, Hendrik F. T.; Finck, Lucie Take Et instead of Me: Preparation and Application of a Novel Class of Stable Arylboronic Esters Synfacts 2022, 18(08), 0867. Selected as “Synfact of the month” https://www.thieme-connect.com/products/ejournals/html/10.1055/s-0041-1738238 Highlighted in Organic Process Reseach & Development, 2022, 26, 3181–3189. “ARYLBORONIC ESTERS ARE STABLE ON SILICA GEL AND REACTIVE UNDER SUZUKI−MIYAURA COUPLING CONDITIONS” Highlighted in Organic Chemistry Portal (https://www.organic-chemistry.org/abstracts/lit8/448.shtm). Attention Score 112 (2022/12/18) In the top 5% of all research outputs scored by Altmetric One of the highest-scoring outputs from this source (#8 of 14,044) High Attention Score compared to outputs of the same age (higher than 97% of its contemporaries) High Attention Score compared to outputs of the same age and source (#1 of 236 output, higher than 99% of its contemporaties) 日本の研究.com https://research-er.jp/articles/view/110906 The most cited tweet from 2022 on @Boron_chemistry
Park, Kwihwan;* Oka, Naoki; Sawama, Yoshinari; Ikawa, Takashi; Yamada, Tsuyoshi; Sajiki, Hironao Platinum on carbon-catalysed site-selective H–D exchange reaction of allylic alcohols using alkyl amines as a hydrogen source Org. Chem. Front.2022, 9, 1986–1991. https://doi.org/10.1039/D2QO00177B
Yamada, Tsuyoshi* Fujii, Akiko; Park, Kwihwan; Furugen, Chikara; Takagi, Akira; Ikawa, Takashi; Sajiki Hironao* Catalytic Intramolecular Cyclization of Alkynyl Cyclic Acetals via Chemoselective Activation Leading to Phenanthrene Core Bull. Chem. Soc. Jpn.2022, 95, 735−742. https://doi.org/10.1246/bcsj.20220036
2021
Ikawa, Takashi;* Yamamoto, Yuta; Heguri, Akito; Fukumoto, Yutaka; Murakami, Tomonari; Takagi, Akira; Masuda, Yuto; Yahata, Kenzo; Yahata, Kenzo; Aoyama, Hiroshi; Shigeta, Yasuteru; Tokiwa,Hiroaki;* Akai; Shuji* Could London Dispersion Force Control Regioselective (2+2) Cyclodimerizations of Benzynes? YES: Application to the Synthesis of Helical Biphenylenes J. Am. Chem. Soc. 2021, 143, 10853−10859. https://pubs.acs.org/doi/10.1021/jacs.1c05434 【研究成果】"弱い引力"を利用して『らせん分子』の合成に成功！｜岐阜薬科大学 Selected as a Supplementary Cover Art Highlighted in Chem-Station (https://www.chem-station.com/blog/2021/08/london.html) Highlighted in Synfacts SYNFACTS Contributors: Swager, Timothy M.; Chen, Michelle May the 'London Dispersion Force' Be with You Synfacts 2021, 17(09), 0981. https://doi.org/10.1055/s-0040-1720812 Highlighted in ファルマシア Editor’s Eye ロンドン分散力による分子構造の制御 ファルマシアVol. 57, No. 12, 2021, 1075.
Hori, Shuhei; Ishida, Sho; Itoh, Go; Egi, Masahiro; Yahata, Kenzo; Ikawa, Takashi; Akai, Shuji* Synthetic studies on viridin skeleton through regio- and stereoselective unctionalization of the AE-ring moiety Synlett2021, 32, 1187−1191. https://doi.org/10.1055/a-1527-3781
Saito, Kazuyuki; Zhou, Wang; Sato, Shohei; Takubo, Keita; Furutsu, Kazunori; Mohamed, Ahmed A.B.; Purwati, Euis Maras; Ikawa, Takashi; Akai, Shuji* Regio-Complementary Preparation of 6- and 7-Fluoro-1,2,3,4-tetrahydroquinolines via the Cyclization of Catecholamines Followed by Deoxyfluorination Heterocycles2021, 103, 902−917. https://doi.org/10.3987/COM-20-S(K)56
Tsuchimochi, Izuru; Hori, Shuhei; Takeuchi, Yasuo; Egi, Masahiro; Satoh, Tomo-o; Kanomata, Kyohei; Ikawa, Takashi; Akai, Shuji* Four-step one-pot catalytic asymmetric synthesis of multisubstituted tricyclic compounds: Lipase-catalyzed dynamic kinetic resolution followed by an intramolecular Diels–Alder reaction Synlett2021,32, 822-828. https://doi.org/10.1055/a-1344-8713
2020
Ikawa, Takashi;* JingKai, Sun; Takagi, Akira; Akai, Shuji* One-Pot Generation of Functionalized Benzynes from Commercially Available 2-Hydroxyphenylboronic Acids J. Org. Chem.2020, 85, 3383−3392. https://pubs.acs.org/doi/10.1021/acs.joc.9b03169
Ikawa, Takashi;* Masuda, Shigeaki; Akai, Shuji* Microflow Fluorinations of Benzynes: Efficient Synthesis of Fluoroaromatic Compounds Chem. Pharm. Bull. 2018, 66, 1153–1164. Highlighted Paper selected by Editor-in-Chief https://doi.org/10.1248/cpb.c18-00578
Kaneko, Hideki; Ikawa, Takashi;* Yamamoto, Yuta; Arulmozhiraja, Sundaram; Tokiwa, Hiroaki; Akai, Shuji* 3-(Triflyloxy)benzynes Enable the Regiocontrolled Cycloaddition of Cyclic Ureas to Synthesize 1,4-Benzodiazepine Derivatives Synlett2018, 29, 943–948. https://doi.org/10.1055/s-0036-1591924
Iwao, Yasunori;* Tomiguchi, Izumi; Domura, Ayaka; Mantaira, Yusuke; Minami, Akira; Suzuki, Takashi; Ikawa, Takashi; Kimura, Shin-ichiro; Itai, Shigeru Inflamed site-specific drug delivery system based on the interaction of human serum albumin nanoparticles with myeloperoxidase in a murine model of experimental colitis. Eur. J. Pharm. Biopharm.2018, 125, 141–147. https://doi.org/10.1016/j.ejpb.2018.01.016
Ikawa, Takashi;* Sumii, Yuta; Wang, Ding; Emi, Yuto; Takagi, Akira; Masuda, Shigeaki; Akai, Shuji* Synthesis of Optically Active 2,3-Disubstituted Indoline Derivatives via Cycloaddition Reactions between Benzynes and α,β-Unsaturated-γ-Aminobutyronitriles Synlett 2018, 29, 530–536. Most Read Synlett Articles https://doi.org/10.1055/s-0036-1591722
2017
Ikawa, Takashi;* Masuda, Shigeaki; Nakajima, Hiroki; Akai, Shuji* 2-(Trimethylsilyl)phenyl Trimethylsilyl Ethers as Stable and Readily Accessible Benzyne Precursors J. Org. Chem.2017, 82, 4242–4253. https://doi.org/10.1021/acs.joc.7b00238
Kawanishi, Shinji; Sugiyama, Koji; Oki, Yasuhiro; Ikawa, Takashi; Akai, Shuji* Preparation of optically active cycloalkenes bearing all-carbon quaternary stereogenic centres via lipase-oxovanadium combo-catalyzed dynamic kinetic resolution Green Chem.2017, 19, 411–417. https://doi.org/10.1039/C6GC01995A
2016
Ikawa, Takashi;* Masuda, Shigeaki; Takagi, Akira; Akai, Shuji* 1,3- and 1,4-Benzdiyne Equivalents for Regioselective Synthesis of Polycyclic Heterocycles Chem. Sci.2016, 7, 5206–5211. https://doi.org/10.1039/C6SC00798H
Sugiyama, Koji; Oki, Yasuhiro; Kawanishi, Shinji; Kato, Katsuya; Ikawa, Takashi; Egi, Masahiro; Akai, Shuji* Spatial effects of oxovanadium-immobilized mesoporous silica on racemization of alcohols and application in lipase-catalyzed dynamic kinetic resolution Catal. Sci. Technol.2016, 6, 5023–5030. https://doi.org/10.1039/C6CY00257A
Takubo, Keita; Furutsu, Kazunori; Ide, Takafumi; Nemoto, Hiroyuki; Ueda, Yuko; Tsujikawa, Kazutake; Ikawa, Takashi; Yoshimitsu, Takehiko; Akai, Shuji* Diversity Oriented Synthesis of Allocolchicinoids with Fluoro and/or Oxygen Substituent(s) on the C-Ring from a Single Common Intermediate Eur. J. Org. Chem.2016, 1562–1576. https://doi.org/10.1002/ejoc.201501624
Yokozawa, Saori; Ohneda, Noriyuki; Muramatsu, Ken; Okamoto, Tadashi; Odajima, Hiromichi; Ikawa, Takashi; Sugiyama, Jun-ichi; Fujita, Masashi; Sawairi, Taira; Egami, Hiromichi; Hamashima, Yoshitaka; Egi, Masahiro; Akai, Shuji* Development of a Highly Efficient Single-Mode Microwave Applicator with a Resonant Cavity and its Application to Continuous Flow Syntheses RSC Adv. 2015, 5, 10204–10210. https://doi.org/10.1039/C4RA12428F
Ikawa, Takashi;* Kaneko, Hideki; Masuda, Shigeaki; Ishitsubo, Erika; Tokiwa, Hiroaki; Akai, Shuji* Trifluoromethanesulfonyloxy-Group-Directed Regioselective (3+2) Cycloadditions of Benzynes for the Synthesis of Functio alized Benzo-fused Heterocycles Org. Biomol. Chem. 2015, 13, 526–529. https://doi.org/10.1039/C4OB01627K
2014
Ikawa, Takashi;* Urata, Hirohito; Fukumoto, Yutaka; Sumii, Yuta; Nishiyama, Tsuyoshi; Akai, Shuji* Concise Synthesis of Multisubstituted Isoquinolines from Pyridines by Regioselective Diels–Alder Reactions of 2-Silyl-3,4-Pyridynes Chem. Eur. J. 2014, 20, 16228–16232. https://doi.org/10.1002/chem.201404633
Ikawa, Takashi;* Masuda, Shigeaki; Nishiyama, Tsuyoshi; Takagi, Akira; Akai, Shuji* Synthesis of Fluorinated Aromatic Compounds by One-pot Benzyne Formation/Nucleophilic Fluorination Aust. J. Chem.2014, 67, 475–480. https://doi.org/10.1071/CH13548
2013
Takagi, Akira; Ikawa, Takashi;* Saito, Kozumo; Masuda, Shigeaki; Ito, Toyohiro; Akai, Shuji* ortho-Selective nucleophilic addition of amines to 3-borylbenzynes: Synthesis of multisubstituted anilines by triple role of boryl group Org. Biomol. Chem.2013, 11, 8145–8150. DOI https://doi.org/10.1039/C3OB41787E
Todoroki, Kenichiro;* Ishii, Yasuhiro; Toyoda, Koji; Ikawa, Takashi; Min, Jun Zhe; Inoue, Koichi; Akai, Shuji; Toyo’oka, Toshimasa* Dress-Up Chiral Columns for the Enantioseparation of Amino Acids Based on Fluorous Separation Anal. Bioanal. Chem.2013, 405, 8121–8129. https://doi.org/10.1007/s00216-013-7207-4
Ikawa, Takashi; Nishiyama, Tsuyoshi; Nosaki, Toshifumi; Takagi, Akira, Akai, Shuji* A Domino Process for Benzyne Preparation: Dual Activation of o-(Trimethylsilyl)phenols by Nonafluorobutanesulfonyl Fluoride Org. Lett.2011, 13, 1730–1733. https://doi.org/10.1021/ol200252c
2010
Ikawa, Takashi; Takagi, Akira; Kurita, Yurio; Saito, Kozumo; Azechi, Kenji; Egi, Masahiro; Kakiguchi, Keisuke; Kita, Yasuyuki; Akai, Shuji* Preparation of Borylbenzynes and Their Regioselective Diels–Alder Reaction: Synthesis of Functionalized Arylboronates Angew. Chem. Int. Ed.2010, 49, 5563–5566 (VIP: Very Important Paper). https://doi.org/10.1002/anie.201002191
2009
Mori, Shigeki; Ohkubo, Tomoyuki; Ikawa, Takashi; Kume, Akira; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao* Pd(0)-Polyethyleneimine Complex as a Partial Hydrogenation Catalyst of Alkynes to Alkenes J. Mol. Catal. A: Chem.2009, 307, 77–87. https://doi.org/10.1016/j.molcata.2009.03.013
Maegawa, Tomohiro; Fujiwara, Yuta; Ikawa, Takashi; Hisashi, Hideo; Monguchi, Yasunari; Sajiki, Hironao* Novel Deprotection Method of Fmoc Group Under Neutral Hydrogenation Conditions Amino Acids, 2009, 36, 493–499. https://doi.org/10.1007/s00726-008-0109-7
2008
Monguchi, Yasunari; Kitamoto, Katsunori; Ikawa, Takashi; Maegawa, Tomohiro; Sajiki, Hironao* Evaluation of Aromatic Amination Catalyzed by Palladium on Carbon: a Practical Synthesis of Triarylamines Adv. Synth. Catal.2008, 350, 2767–2777. https://doi.org/10.1002/adsc.200800417
Akai, Shuji;* Ikawa, Takashi; Takayanagi, Sho-ichi; Morikawa, Yuki; Mohri, Shinya; Tsubakiyama, Masaya; Egi, Masahiro; Wada, Yasufumi; Kita, Yasuyuki Synthesis of Biaryl Compounds through Three-Component Assembly: Ambidentate Effect of the tert-Butyldimethylsilyl Group for Regioselective Diels–Alder and Hiyama Coupling Reactions Angew. Chem. Int. Ed.2008, 47, 7673–7676. https://doi.org/10.1002/anie.200803011
Sajiki, Hironao;* Mori, Shigeki; Ohkubo, Tomoyuki; Ikawa, Takashi; Kume, Akira; Maegawa, Tomohiro; Monguchi, Yasunari Partial Hydrogenation of Alkynes to cis-Olefins by Using a Novel Pd0-Polyethyleneimine Catalyst Chem. Eur. J.2008, 14, 5109–5111. https://doi.org/10.1002/chem.200800535
2007
Kitamura, Yoshiaki; Tanaka, Asami; Sato, Mutsumi; Oono, Keiji; Ikawa, Takashi; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao* Development of a Practical and Scalable Preparation Using Sonication of Pd/Fibroin Catalyst for Chemoselective Hydrogenation Synth. Commun.2007, 37, 4381–4388. https://doi.org/10.1080/00397910701577612
Ikawa, Takashi; Barder, Timothy E.; Biscoe, Mark R.; Buchwald, Stephen L.* Pd-Catalyzed Amidations of Aryl Chlorides Using Monodentate Biaryl Phosphine Ligands: A Kinetic, Computational, and Synthetic Investigation J. Am. Chem. Soc.2007, 129, 13001–13007. https://doi.org/10.1021/ja0717414
Mori, Akinori; Mizusaki, Tomoteru; Ikawa, Takashi; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao* Mechanistic Study on a Pd/C-Catalyzed Reduction of Aryl Sulfonates Using Mg-MeOH-NH4OAc System Chem. Eur. J.2007, 13, 1432–1441. https://doi.org/10.1002/chem.200601184
Mori, Akinori; Mizusaki, Tomoteru; Ikawa, Takashi; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao* Palladium on Carbon-Diethylamine-Mediated Hydrodeoxygenation of Phenol Derivatives Under Mild Conditions Tetrahedron2007, 63, 1270–1280. https://doi.org/10.1016/j.tet.2006.11.060
2006
Anderson, Kevin W.; Tundel, Rachel E.; Ikawa, Takashi; Altman, Ryan A.; Buchwald, Stephen L.* Monodentate Phosphines Provide Highly Active Catalysts for Pd-Catalyzed C-N Bond-Forming Reactions of Heteroaromatic Halides/Amines and (H)N-Heterocycles Angew. Chem. Int. Ed. 2006, 45, 6523–652. https://doi.org/10.1002/anie.200601612
Anderson, Kevin W.; Ikawa, Takashi; Tundel, Rachel E.; Buchwald, Stephen L.* The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans J. Am. Chem. Soc.2006, 128, 10694–10695. https://doi.org/10.1021/ja0639719
Sajiki, Hironao;* Mori, Akinori; Mizusaki, Tomoteru; Ikawa, Takashi; Maegawa, Tomohiro; Hirota, Kosaku Pd/C-Catalyzed Deoxygenation of Phenol Derivatives Using Mg Metal and MeOH in the Presence of NH4OAc Org. Lett.2006, 8, 987–990. https://doi.org/10.1021/ol060045q
2005
Sajiki, Hironao;* Ikawa, Takashi; Hirota, Kosaku* A Practical and One-Pot Procedure for the Synthesis of 3-Amino-2-cyclohexen-1-one from 3-Aminophenol Org. Process Res. Dev. 2005, 9, 219–220. https://doi.org/10.1021/op0497761
Ikawa, Takashi; Sajiki, Hironao;* Hirota, Kosaku* Highly Chemoselective Hydrogenation Method Using Novel Finely Dispersed Palladium Catalyst on Silk-Fibroin: Its Preparation and Activity Tetrahedron 2005, 61, 2217–2231. https://doi.org/10.1016/j.tet.2004.11.080
2004
Sajiki, Hironao;* Ikawa, Takashi; Hirota, Kosaku* Reductive and Catalytic Monoalkylation of Primary Amines Using Nitriles as an Alkylating Reagent Org. Lett. 2004, 6, 4977–4980. https://doi.org/10.1021/ol047871o
Ikawa, Takashi; Sajiki, Hironao;* Hirota, Kosaku* Unexpected Deprotection of Silyl and THP Ethers Induced by Serious Disparity in the Quality of Pd/C Catalysts and Elucidation of the Mechanism Tetrahedron2004, 60, 6189–6195. https://doi.org/10.1016/j.tet.2004.05.040
2003
Sajiki, Hironao;* Ikawa, Takashi; Hirota, Kosaku* Markedly Chemoselective Hydrogenation with Retention of Benzyl Ester and N-Cbz Functions Using a Heterogeneous Pd-Fibroin Catalyst Tetrahedron Lett. 2003, 44, 8437–8439. https://doi.org/10.1016/j.tetlet.2003.09.137
Sajiki, Hironao;* Ikawa, Takashi; Hirota, Kosaku* Significant Supplier-Dependent Disparity in Catalyst Activity of Commercial Pd/C Toward the Cleavage of Triethylsilyl Ether Tetrahedron Lett. 2003, 44, 7407–7410. https://doi.org/10.1016/j.tetlet.2003.08.045
Sajiki, Hironao;* Ikawa, Takashi; Hattori, Kazuyuki; Hirota, Kosaku* A Remarkable Solvent Effect Toward the Pd/C-Catalyzed Cleavage of Silyl Ethers Chem. Commun. 2003, 654–655. https://doi.org/10.1039/B211313A
Sajiki, Hironao;* Ikawa, Takashi; Yamada, Hiromi; Tsubouchi, Kozo; Hirota, Kosaku* Preparation of Silk Fibroin-Supported Pd(0) Catalyst for Chemoselective Hydrogenation: Reduction of Palladium(II) Acetate by Methanol on the Protein Tetrahedron Lett. 2003, 44, 171–174. https://doi.org/10.1016/S0040-4039(02)02472-3