List of Publications
Original Papers
(xx) Synthesis of Thienoacenes by Electrochemical Double C–S Cyclization Using a Halogen Mediator: Utility of an S-MOM Group for Halogen-Mediated Electrolysis
Koichi Mitsudo,* Takuya Nagahara, Nozomi Kataura, Toki Yonezawa, Yuri Tachibana, Nolan Soulie, Keisuke Shigemori, Eisuke Sato, Hiroki Mandai, Seiji Suga*
ChemRxiv 2024
DOI: 10.26434/chemrxiv-2024-hnc81
(100) Electrogenerated Lewis Acid-Catalyzed Claisen Rearrangement of Allyl Aryl Ethers
Yuta Niki, Koichi Mitsudo, Eisuke Sato,* Seiji Suga*
Org. Lett. in press.
DOI: 10.1021/acs.orglett.4c03928
(99) N-Phenylphenothiazine Radical Cation with Extended π-Systems: Enhanced Heat Resistance of Triarylamine Radical Cations as Near-Infrared Absorbing Dyes
Masafumi Yano,* Minami Ueda, Tatsuo Yajima, Koichi Mitsudo, YukiyasuKashiwagi
Colorants 2024, 3, 350–359.
DOI: 10.3390/colorants3040024
(98) SNAr Hexafluoroisopropoxylation of Electron-rich Aryl Fluoride with a Catalytic Electrical Input
Eisuke Sato,* Tomohiro Nakahama, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2024, 53, upae196,
DOI: 10.1093/chemle/upae196
(97) Electrocatalytic Hydrogenation of Pyridines and Other Nitrogen-Containing Aromatic Compounds
Naoki Shida*, Yugo Shimizu, Akizumi Yonezawa, Juri Harada, Yuka Furutani, Yusuke Muto, Ryo Kurihara, Junko N. Kondo, Eisuke Sato, Koichi Mitsudo, Seiji Suga, Shoji Iguchi, Kazuhide Kamiya, and Mahito Atobe*
J. Am. Chem. Soc. 2024, ASAP
DOI: 10.1021/jacs.4c09107
(96) Electrocatalytic Hydrogenation of Cyanoarenes, Nitroarenes, Quinolines, and Pyridines under Mild Conditions with a Proton-Exchange Membrane Reactor
Koichi Mitsudo,* Atsushi Osaki, Haruka Inoue, Eisuke Sato, Naoki Shida, Mahito Atobe, Seiji Suga*
Beilstein J. Org. Chem. 2024, 20, 1560–1571.
DOI: 10.3762/bjoc.20.139
(95) Sequential Paired Electrochemical Transformation of Styrene Oxide via Anodic Meinwald Rearrangement and Cathodic Nitromethylation in an Electrochemical Flow Reactor with Catalytic Electrical Input
Eisuke Sato,* Kanon Nagamine, Chika Sasaki, Shumpei Kunimoto, Koichi Mitsudo, Seiji Suga*
Synthesis 2024, 56, 2507–2512.
DOI: 10.1055/a-2309-6737
(94) [1,2]-Retro-Brook Rearrangement Induced by Electrochemical Reduction of Silyl Enolates
Ban Kinoshita, Saki Maejima, Yuta Niki, Koichi Mitsudo, Seiji Suga, Hideki Yorimitsu*
Bull. Chem. Soc. Jpn. 2024, 97, uoae038.
DOI: 10.1093/bulcsj/uoae038
(93) Synthesis and properties of thieno[3,2-b]thiophene appended triarylamine radical cations: Near-infrared absorbing dye with absorption beyond 1400 nm
Masafumi Yano,* Kazushi Ueda, Yuto Shimizu, Yuki Arikata, Misaki Nakai, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi
Dyes Pigm. 2024, 222, 111916.
DOI: 10.1016/j.dyepig.2023.111916
(92) Alkynylation of Aldehydes Initiated by Cathodic Reduction
Eisuke Sato,* Mayu Fujii, Koichi Mitsudo, Seiji Suga*
ChemElectroChem 2023, e202300499.
DOI: 10.1002/celc.202300499
(91) Electrochemical Synthesis of Dibenzothiophene S,S-Dioxides from Biaryl Sulfonyl Hydrazides
Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo,* Seiji Suga*
Electrochemistry 2023, 91, 112007.
DOI: 10.5796/electrochemistry.23-67078
(90) Cathodic N–O Bond Cleavage of N-Alkoxy Amide
Eisuke Sato,* Sayaka Ogita, Koichi Mitsudo, Seiji Suga*
Electrochemistry 2023, 91, 112005.
DOI: 10.5796/electrochemistry.23-67079
(89) Anodic Dehydrogenative Aromatization of Tetrahydrocarbazoles Leading to Carbazoles
Eisuke Sato,* Ayaka Yukiue, Koichi Mitsudo, Seiji Suga*
Org. Lett. 2023, 25, 5339–5344.
DOI: 10.1021/acs.orglett.3c01914
(88) Electrochemical Synthesis of Sultone Derivatives via Dehydrogenative C–O Bond Formation
Koichi Mitsudo,* Yasuyuki Okumura, Kotaro Yohena, Yuji Kurimoto, Eisuke Sato, Seiji Suga*
Org. Lett. 2023, 25, 3476–3481.
DOI: 10.1021/acs.orglett.3c01062
(87) Electrochemical Cross-Coupling Reactions between Arylboronic Esters and Aryllithiums Using NaBr as a Halogen Mediator
Koichi Mitsudo,* Keisuke Shigemori , Taro Shibata , Hiroki Mandai , Eisuke Sato , Seiji Suga*
Synthesis 2023, 55, 2999–3004.
DOI: 10.1055/a-2034-9821
(86) Electrochemical Carbon-Ferrier Rearrangement Using a Microflow Reactor and Machine Learning-Assisted Exploration of Suitable Conditions
Eisuke Sato*, Gaku Tachiwaki, Mayu Fujii, Koichi Mitsudo, Takashi Washio, Shinobu Takizawa, Seiji Suga*
Org. Process Res. Dev. 2024, 28, 1422–1429.
DOI: 10.1021/acs.oprd.2c00267
(85) Electrochemical Synthesis of Dibenzothiophenes via Intramolecular C–S Cyclization with a Halogen Mediator
Koichi Mitsudo,* Yuri Tachibana, Eisuke Sato, Seiji Suga*
Org. Lett. 2022, 24, 8547–8552.
DOI: 10.1021/acs.orglett.2c03574
(84) A Facile Access to Spirooxindoles by Halogen-Mediated Electrochemical Semi-pinacol Rearrangement
Eisuke Sato,* Sae Kangawa, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2022, 51, 1067–1069.
DOI: 10.1246/cl.220368
(83) Electrochemical Hydrogenation of Enones Using a Proton-Exchange Membrane Reactor: Selectivity and Utility
Koichi Mitsudo, Haruka Inoue, Yuta Niki, Eisuke Sato, Seiji Suga*
Beilstein J. Org. Chem. 2022, 18, 1055–1061.
DOI: 10.3762/bjoc.18.107
(82) Substituent Control of Near-Infrared Absorption of Triphenylamine Radical Cation
Masafumi Yano,* Mai Sasaoka, Kohei Tamada, Misaki Nakai, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi
Colorants 2022, 1, 354–362
DOI: 10.3390/colorants1030021
(81) An Efficient Protocol for Selective Silylation of Hydroxy Group Using N,O-Bis(tert-butyldimethylsilyl)acetamide and N,N-Dimethyl-4-aminopyridine N-Oxide
Hiroki Mandai,* Yuichiro Matsuura, Fatin Mahfuzah Binti Johari, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2022, 51, 953–956.
DOI: 10.1246/cl.220281
(80) Near-Infrared Absorbing Molecule Based on Triphenylamine-Radical Cation with Extended Homoaryl π-System
Masafumi Yano,* Kohei Tamada, Misaki Nakai, Koichi Mitsudo, Yukiyasu Kashiwagi
Colorants 2022, 1, 226–235.
DOI: 10.3390/colorants1020014
(79) Electro-oxidative Trimerization of 1,2-Dimethoxybenzene: Reductive Workup Strategy and Alternating Current Electrolysis to Peel off the Precipitated Radical Cation Ion Pair
Eisuke Sato, Yuta Niki, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2022, 51, 629–632.
DOI: 10.1246/cl.220112
(78) Near-Infrared Absorption of a Benzothiophene-Appended Triphenylamine Radical Cation: a Novel Molecular Design of NIR-II Dye
Masafumi Yano,* Yoshinori Inada, Yuki Hayashi, Misaki Nakai, Koichi Mitsudo, Yukiyasu Kashiwagi
Dyes Pigm. 2022, 197, 109929.
DOI: 10.1016/j.dyepig.2021.109929
(77) Application of an Electrochemical Microflow Reactor for Cyanosilylation: Machine Learning-Assisted Exploration of Suitable Reaction Conditions for Semi-Large Scale Synthesis
Eisuke Sato, Mayu Fujii, Hiroki Tanaka, Koichi Mitsudo, Masaru Kondo, Shinobu Takizawa, Hiroaki Sasai, Takeshi Washio, Kazunori Ishikawa, Seiji Suga*
J. Org. Chem. 2021, 86, 16035–16044.
(76) Synthesis, Optical and Electrochemical Properties of 4,4′-Bibenzo[c]thiophene Derivatives
Kotaro Obayashi, Keiichi Imato, Satoshi Aoyama, Toshiaki Enoki, Seiji Akiyama, Mio Ishida, Seiji Suga, Koichi Mitsudo, Yousuke Ooyama*
RSC Adv. 2021, 11, 18870–18880
DOI: 10.1039/D1RA01189H
(75) Cu-Catalyzed Dehydrogenative C–O Cyclization for the Synthesis of Furan-Fused Thienoacenes
Koichi Mitsudo*, Yoshiaki Kobashi, Kaito Nakata, Yuji Kurimoto, Eisuke Sato, Hiroki Mandai, and Seiji Suga*
Org. Lett. 2021, 23, 4322–4326.
DOI: 10.1021/acs.orglett.1c01256
(74) Electrosynthesis of Phosphacycles via Dehydrogenative C–P Bond Formation Using DABCO as a Mediator
Yuji Kurimoto, Jun Yamashita, Koichi Mitsudo*, Eisuke Sato, and Seiji Suga*
Org. Lett. 2021, 23, 3120–3124.
DOI: 10.1021/acs.orglett.1c00807
(73) Acylative Desymmetrization of Glycerol Derivatives by Chiral DMAP Derivatives
Hiroki Mandai,* Kosuke Ashihara, Koichi Mitsudo, Seiji Suga*
Heterocycles 2021, 102, 1083–1090.
DOI: 10.3987/COM-21-14433
(72) Kinetic Resolution of Tertiary Alcohols by Chiral DMAP Derivatives: Enantioselective Access to 3-Hydroxy-3-Substituted 2-Oxindoles
Hiroki Mandai,* Ryuhei Shiomoto, Kazuki Fujii, Koichi Mitsudo, Seiji Suga*
Org. Lett. 2021, 23, 1169–1174.
DOI: 10.1021/acs.orglett.0c03956
(71) Acylative Desymmetrization of Cyclic meso-1,3-Diols by Chiral DMAP Derivatives
Hiroki Mandai,* Tsubasa Hironaka, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2021, 50, 471–474.
DOI: 10.1246/cl.200809
(70) Synthesis of 9-Substituted Fluorenols and Heteroring-fused Analogues by Intramolecular C–H Functionalization
Yuji Kurimoto, Koichi Mitsudo,* Seiji Suga*
Chem. Lett. 2021, 50, 378–381.
DOI: 10.1246/cl.200807
(69) Crystal structure of tris[4-(naphthalen-1-yl)phenyl]amine
Masafumi Yano*, Yukiyasu Kashiwagi, Yoshinori Inada, Yuki Hayashi, Koichi Mitsudo, Koji Kubono
Acta Crystallogr., Sect. E 2020, 76, 1649–1652.
DOI: 10.1107/S2056989020012529
(68) Integrated Synthesis of Thienyl Thioethers and Thieno[3,2-b]thiophenes via Benzothiophen-3(2H)-ones
Koichi Mitsudo,* Nanae Habara, Yoshiaki Kobashi, Yuji Kurimoto, Hiroki Mandai, Seiji Suga*
Synlett 2020, 31, 1947–1952.
DOI: 10.1055/s-0040-1707280
(67) Photo- and Redox-Active Benzofuran-Appended Triphenylamine and Near-Infrared Absorption of Its Radical Cation
Masafumi Yano,* Yoshinori Inada, Yuki Hayashi, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi
Chem. Lett. 2020, 49, 685–688.
DOI: 10.1246/cl.200161
(66) Electrochemical Synthesis of Thienoacene Derivatives: Transition Metal-Free Dehydrogenative C–S Coupling Promoted by a Halogen Mediator
Koichi Mitsudo,* Ren Matsuo, Toki Yonezawa, Haruka Inoue, Hiroki Mandai, Seiji Suga*
Angew. Chem., Int. Ed. 2020, 59, 7803–7807.
DOI: 10.1002/anie.202001149
(65) 1,10-Phenanthroline- or Electron-Promoted Cyanation of Aryl Iodides
Koichi Mitsudo,* Kazuki Yoshioka, Takayuki Hirata, Hiroki Mandai, Koji Midorikawa, Seiji Suga*
Synlett 2019, 30, 1209–1214.
DOI: 10.1055/s-0037-1611793
(64) Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel–Crafts C–H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives
Keisuke Shigemori, Momoka Watanabe, Julie Kong, Koichi Mitsudo,* Atsushi Wakamiya, Hiroki Mandai, Seiji Suga*
Org. Lett. 2019, 21, 2171–2175.
DOI: 10.1021/acs.orglett.9b00485
(63) Enantioselective Acyl Migration Reactions of Furanyl Carbonates with Chiral DMAP Derivatives
Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai,* Toshinobu Korenaga, Seiji Suga*
Chem. Eur. J. 2019, 25, 2208–2212.
DOI: 10.1002/chem.201806050
(62) Synthesis and Properties of Dithieno-Fused 1,4-Azaborine Derivatives
Koichi Mitsudo,* Keisuke Shigemori, Hiroki Mandai, Atsushi Wakamiya, Seiji Suga*
Org. Lett. 2018, 20, 7336–7340.
DOI: 10.1021/acs.orglett.8b03316
(61) Enantioselective Desymmetrization of 1,3-Diols by a Chiral DMAP Derivative
Hiroki Mandai,* Kosuke Ashihara, Koichi Mitsudo, Seiji Suga*
Chem. Lett. 2018, 47, 1360–1363.
DOI: 10.1246/cl.180697
(60) Dynamic Kinetic Resolution of Azlactones by a Chiral N,N-Dimethyl-4-aminopyridine Derivative Containing a 1,1ʹ-Binaphthyl Unit: Importance of Amide Groups
Hiroki Mandai,* Kohei Hongo, Takuma Fujiwara, Kazuki Fujii, Koichi Mitsudo, Seiji Suga*
Org. Lett. 2018, 20, 4811–4814.
DOI: 10.1021/acs.orglett.8b01960
(59) Cu/Fe/O=PPh3-Catalyzed Etherification for the Synthesis of Aryl 3-Benzo[b]thienyl Ethers
Koichi Mitsudo,* Takuya Asada, Tomohiro Inada, Yuji Kurimoto, Hiroki Mandai, Seiji Suga*
Chem. Lett. 2018, 47, 1044–1047.
DOI: 10.1246/cl.180425
(58) Efficient Synthesis and Properties of [1]Benzothieno[3,2-b]thieno[2,3-d]furans and [1]Benzothieno[3,2-b]thieno[2,3-d]thiophenes
Yuji Kurimoto, Koichi Mitsudo,* Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Hiroki Mori, Yasushi Nishihara, Seiji Suga*
Asian J. Org. Chem. 2018, 7, 1635–1641.
DOI: 10.1002/ajoc.201800270
Selected as a Cover Feature (DOI: 10.1002/ajoc.201800442)
(57) Stereoselective Nucleophilic Additions to Cyclic N-Acyliminium Ions Using the Indirect Cation Pool Method: Elucidation of Stereoselectivity by Spectroscopic Conformational Analysis and DFT Calculations
Koichi Mitsudo, Junya Yamamoto, Tomoya Akagi, Atsuhiro Yamashita, Masahiro Haisa, Kazuki Yoshioka, Hiroki Mandai, Koji Ueoka, Christian Hempel, Jun-ichi Yoshida, Seiji Suga*
Beilstein J. Org. Chem. 2018, 14, 1192–1202.
DOI: 10.3762/bjoc.14.100
(56) Regioselective DMAD-Insertion Reaction of Silyl Dienol Ether of γ-Pyrone under Catalyst- and Heating-free Conditions
Ichiro Hayakawa,* Yuji Yamanaka, Koichi Mitsudo, Hiromi Ota, Akira Sakakura*
Heterocycles 2017, 94, 2299–2306.
DOI: 10.3987/COM-17-13820
(55) Desymmetrization of meso-1,2-Diols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of the Hydroxy Groups
Hiroki Mandai,* Hiroshi Yasuhara, Kazuki Fujii, Yukihito Shimomura, Koichi Mitsudo, Seiji Suga*
J. Org. Chem. 2017, 82, 6846–6856.
DOI: 10.1021/acs.joc.7b00992
(54) Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition–Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives
Koichi Mitsudo,* Yuji Kurimoto, Hiroki Mandai, Seiji Suga*
Org. Lett. 2017, 19, 2821–2824.
DOI: 10.1021/acs.orglett.7b00969
(53) Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si–H/C–H Bond Cleavage
Koichi Mitsudo,* Seiichi Tanaka, Ryota Isobuchi, Tomohiro Inada, Hiroki Mandai, Toshinobu Korenaga, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga*
Org. Lett. 2017, 19, 2564–2567.
DOI: 10.1021/acs.orglett.7b00878
(52) Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts
Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai,* Seiji Suga*
Adv. Synth. Catal. 2017, 359, 2778–2788.
DOI: 10.1002/adsc.201700057
(51) An Intramolecular Nucleophile-Catalyzed Aldol-Lactonization (NCAL) Reaction of S-Aryl-(E)-6-oxohex-2-enethioate with N,N-4-Dimethylaminopyridine N-Oxide
Hiroki Mandai,* Keita Shimowaki, Kohei Hongo, Koichi Mitsudo, Seiji Suga*
Heterocycles 2017, 94, 492–502.
DOI: 10.3987/COM-16-13614
(50) Facile Synthesis of Naphthothiophenone Derivatives and Anthradithiophenedione via Friedel–Crafts Acylation and Their Fundamental Properties
Koichi Mitsudo,* Takashi Murakami, Takuya Shibasaki, Tomohiro Inada, Hiroki Mandai, Hiromi Ota, Seiji Suga*
Synlett 2016, 27, 2327–2332.
DOI: 10.1055/s-0035-1562470
(49) Kinetic Resolution of Secondary Carbinols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Hydrogen Bonding Affects Catalytic Activity and Enantioselectivity
Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai,* Seiji Suga*
Bull. Chem. Soc. Jpn. 2016, 89, 1081–1092.
DOI: 10.1246/bcsj.20160135
(48) Enantioselective Acyl Transfer Catalysis by a Combination of Common Catalytic Motifs and Electrostatic Interactions
Hiroki Mandai,* Kazuki Fujii, Hiroshi Yasuhara, Kenko Abe, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga*
Nat. Commun. 2016, 7, 11297.
DOI: 10.1038/ncomms11297
(47) Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction Site Switching, and Their Solvatochromic Fluorescence
Natsuyo Kamimoto, Nariaki Nakamura, Akina Tsutsumi, Hiroki Mandai, Koichi Mitsudo,* Atsushi Wakamiya, Yasujiro Murata, Jun-ya Hasegawa, Seiji Suga*
Asian J. Org. Chem. 2016, 5, 373–379.
DOI: 10.1002/ajoc.201500502
Selected as an Inside Cover
(46) Bacteriogenic Iron Oxide as an Effective Catalyst for Baeyer–Villiger Oxidation with Molecular Oxygen and Benzaldehyde
Kyoko Mandai, Minae Hanata, Koichi Mitsudo, Hiroki Mandai, Seiji Suga,* Hideki Hashimoto, Jun Takada
Tetrahedron 2015, 71, 9403–9407.
DOI: 10.1016/j.tet.2015.10.057
(45) Synthesis and Properties of Ethene-Bridged Terthiophenes
Koichi Mitsudo,* Hidehiko Sato, Arata Yamasaki, Natsuyo Kamimoto, Jun Goto, Hiroki Mandai, Seiji Suga*
Org. Lett. 2015, 17, 4858–4861.
DOI: 10.1021/acs.orglett.5b02417
(44) Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives
Hiroki Mandai,* Takuma Fujiwara, Katsuaki Noda, Kazuki Fujii, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga*
Org. Lett. 2015, 17, 4436–4439.
DOI: 10.1021/acs.orglett.5b02089
(43) Palladium-Catalyzed Domino C–H/N–H Functionalization: An Efficient Approach to Nitrogen-Bridged Heteroacenes
Natsuyo Kamimoto, Dieter Schollmeyer, Koichi Mitsudo, Seiji Suga, Siegfried R. Waldvogel*
Chem. – Eur. J. 2015, 21, 8257–8261.
DOI: 10.1002/chem.201500897
(42) An Efficient Petasis Boronic-Mannich Reaction of Chiral Lactol Derivatives Prepared from D-Araboascorbic Acid
Hiroki Mandai,* Hiroshi Yamada, Keita Shimowaki, Koichi Mitsudo, Seiji Suga*
Synthesis 2014, 46, 2672–2681.
DOI: 10.1055/s-0034-1378900
(41) Synthetic (+)-Terrein Suppresses Interleukin-6/soluble Intereleukin-6 Receptor Induced-secretion of Vascular Endothelial Growth Factor in Human Gingival Fibroblasts
Hiroki Mandai,* Kazuhiro Omori, Daisuke Yamamoto, Toki Tsumura, Kyouta Murota, Satoshi Yamamoto, Koichi Mitsudo, Soichiro Ibaragi, Akira Sasaki, Hiroshi Maeda, Shogo Takashiba, Seiji Suga*
Bioorg. Med. Chem. 2014, 22, 5338–5344.
DOI: 10.1016/j.bmc.2014.07.047
(40) Remarkable Enhancement of the Rate of the Intramolecular Morita-Baylis-Hillman Reaction by the Combination of a Nucleophilic Catalyst and 1,3-Diphenyl-2-thiourea
Hiroki Mandai,* Keita Shimowaki, Koichi Mitsudo, Seiji Suga*
Asian J. Org. Chem. 2014, 3, 437–441.
DOI: 10.1002/ajoc.201402001
(39) Synthesis of Hexa(furan-2-yl)benzenes and Their -Extended Derivatives
Koichi Mitsudo,* Jyunji Harada, Yo Tanaka, Hiroki Mandai, Chie Nishioka, Hideo Tanaka, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga*
J. Org. Chem. 2013, 78, 2763–2768.
DOI: 10.1021/jo302652r
Highlighted in SYNFACTS. Swager, T. M.; Belger, C. Synfacts 2013, 9, 0615.
(38) Electro-reductive Halogen–Deuterium Exchange and Methylation of Aryl Halides in Acetonitrile
Koichi Mitsudo,* Takahiro Okada, Shuichi Shimohara, Hiroki Mandai, Seiji Suga*
Electrochemistry 2013, 81, 362–364.
DOI: 10.5796/electrochemistry.81.362
(37) Recyclable Palladium Catalyst in PEG/CH3CN Biphasic System for Electro-oxidative Wacker-type Reaction
Koichi Mitsudo,* Satoshi Fukunaga, Tomoya Fujita, Hiroki Mandai, Seiji Suga, Hideo Tanaka*
Electrochemistry 2013, 81, 347–349.
DOI: 10.5796/electrochemistry.81.347
(36) Kinetic Resolution of Secondary Alcohols by Chiral DMAP Derivatives Prepared by the Ugi Multicomponent Reaction
Hiroki Mandai,* Shunsuke Irie, Masaru Akehi, Kazunobu Yuri, Masaaki Yoden, Koichi Mitsudo, Seiji Suga*
Heterocycles 2013, 87, 329–340.
DOI: 10.3987/COM-12-12624
(35) Site-selective Sequential Coupling Reactions Controlled by “Electrochemical Reaction Site Switching”: a Straightforward Approach to 1,4-Bis(diaryl)buta-1,3-diynes
Koichi Mitsudo,* Natsuyo Kamimoto, Hiroki Murakami, Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga*
Org. Biomol. Chem. 2012, 10, 9562–9569.
DOI: 10.1039/C2OB26567B
(34) Kinetic Resolution of Secondary Alcohols by the Combination of a Chiral Brønsted Acid, DABCO, and Acetyl Chloride
Hiroki Mandai,* Kyouta Murota, Koichi Mitsudo, Seiji Suga*
Org. Lett. 2012, 14, 3486–3489.
DOI: 10.1021/ol301373x
(33) Synthesis of Nitrogen-Bridged Terthiophenes by Tandem Buchwald–Hartwig Coupling and Their Properties
Koichi Mitsudo,* Shuichi Shimohara, Jun Mizoguchi, Hiroki Mandai, Seiji Suga*
Org. Lett. 2012, 14, 2702–2705.
DOI: 10.1021/ol300887t
(32) Electro-reductive Cyclization of Aryl Halides Promoted by Fluorene Derivatives
Koichi Mitsudo,* Yumiko Nakagawa, Jun-ichi Mizukawa, Hideo Tanaka, Ryoichi Akaba, Takahiro Okada, Seiji Suga*
Electrochim. Acta 2012, 82, 444–449.
DOI: 10.1016/j.electacta.2012.03.130
(31) Synthetic Studies of DMAP Derivatives by Diastereoselective Ugi Reaction
Hiroki Mandai,* Shunsuke Irie, Koichi Mitsudo, Seiji Suga*
Molecules 2011, 16, 8815–8832.
DOI: 10.3390/molecules16108815
(30) Kumada-Tamao-Corriu Coupling Using N-Heterocyclic Carbene Ligands Bearing Pyridyl Group and Ethylenedioxyl Moiety
Koichi Mitsudo,* Yuta Doi, Syunsuke Sakamoto, Hiroki Murakami, Hiroki Mandai, Seiji Suga*
Chem. Lett. 2011, 40, 936–938.
DOI: 10.1246/cl.2011.936
(29) Electrochemical Generation of Silver Acetylides from Terminal Alkynes with a Ag Anode and Integration into Sequential Pd-Catalysed Coupling with Arylboronic Acids
Koichi Mitsudo,* Takuya Shiraga, Jun-ichi Mizukawa, Seiji Suga, Hideo Tanaka*
Chem. Commun. 2010, 46, 9256–9258.
DOI: 10.1039/C0CC02633F
(28) Synthesis and Oxidative Polymerization of Dialkyl Fluorene-9,9-dicarboxylates
Yanying Zhang, Song Tu, Koichi Mitsudo, Hideo Tanaka,* Shunzo Suematsu, Kenji Machida, Daisuke Horii, Shuichi Ishimoto, Kenji Tamamitsu
Tetrahedron Lett. 2009, 50, 6057–6059.
DOI: 10.1016/j.tetlet.2009.08.052
(27) Pd/TEMPO-Catalyzed Electrooxidative Synthesis of Biaryls from Arylboronic Acids or Arylboronic Esters
Koichi Mitsudo,* Takuya Shiraga, Daisuke Kagen, Deqing Shi, James Y. Becker, Hideo Tanaka*
Tetrahedron 2009, 65, 8384–8388.
DOI: 10.1016/j.tet.2009.08.004
(26) Pd/TEMPO Double-mediatory Electrooxidative Wacker-type Cyclizations
Koichi Mitsudo,* Toru Ishii, Hideo Tanaka*
Electrochemistry 2008, 76, 859–861.
DOI: 10.5796/electrochemistry.76.859
(25) Preparation of a Cationic Bisoxazolinic Nickel Pincer Catalyst and Its Applications to Michael Addition and Mizoroki–Heck Reaction
Koichi Mitsudo,* Tatsuhiko Imura, Takashi Yamaguchi, Hideo Tanaka*
Tetrahedron Lett. 2008, 49, 7287–7289.
DOI: 10.1016/j.tetlet.2008.10.029
(24) Electrooxidative Homo-coupling of Arylboronic Acids Catalyzed by Electrogenerated Cationic Palladium Catalysts
Koichi Mitsudo,* Takuya Shiraga, Hideo Tanaka*
Tetrahedron Lett. 2008, 49, 6593–6595.
DOI: 10.1016/j.tetlet.2008.09.022
(23) RhCl3/Amine-Catalyzed [2 + 2 + 2] Cyclization of Alkynes
Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo,* Hideo Tanaka*
Tetrahedron 2008, 64, 5800–5807.
DOI: 10.1016/j.tet.2008.03.079
(22) Facile Synthetic Procedure for and Electrochemical Properties of Hexa(2-thienyl)benzenes Directed towards Electroactive Materials
Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo,* Hideo Tanaka*
Tetrahedron Lett. 2008, 49, 2363–2365.
DOI: 10.1016/j.tetlet.2008.02.069
(21) Anionic WS-TEMPO-mediatory Electrooxidation of Alcohols in Water: Halide-free Oxidation Directed towards a Totally Closed System
Koichi Mitsudo, Hiroki Kumagai, Fumiko Takabatake, Jun Kubota, Hideo Tanaka*
Tetrahedron Lett. 2007, 48, 8994–8997.
DOI: 10.1016/j.tetlet.2007.10.088
(20) RhCl3/Amine-catalyzed Cyclotrimerization of Alkynes
Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka*
Chem. Lett. 2007, 36, 998–999.
DOI: 10.1246/cl.2007.998
(19) Electrochemical Generation of Cationic Pd Catalysts and Application to Pd/TEMPO Double-Mediatory Electrooxidative Wacker-type Reactions
Koichi Mitsudo,* Takashi Kaide, Eriko Nakamoto, Kenta Yoshida, Hideo Tanaka*
J. Am. Chem. Soc. 2007, 129, 2246–2247.
DOI: 10.1021/ja069043r
(18) Electropolymerization of 9,9-Dialkyl-substituted Fluorenes with Long Alkyl Chains and Redox Responses of the Resulted Electroactive Films for Electrochemical Capacitor Materials
Shunzo Suematsu,* Koichi Mitsudo, Fumiaki Katagiri, Hideo Tanaka*
Electrochemistry 2007, 75, 54–57.
DOI: 10.5796/electrochemistry.75.54
(17) Selectively Substituted Thiophenes and Indoles by a Tandem Palladium Catalyzed Multicomponent Reaction
Koichi Mitsudo, Praew Thansandote, Thorsten Wilhelm, Brian Mariampillai, Mark Lautens*
Org. Lett. 2006, 8, 3939–3942.
DOI: 10.1021/ol061373t
(16) Synthesis of 2′,3′-Dideoxynucleosides via C–S Bond Cleavage: N-Glycosylation of 2,3-Dideoxy-1-[(2-pyridylmethyl)thio]glycoside
Koichi Mitsudo, Wataru Matsuda, Seiji Miyahara, Hideo Tanaka*
Tetrahedron Lett. 2006, 47, 5147–5150.
DOI: 10.1016/j.tetlet.2006.05.060
(15) Water-soluble N-Oxyl Compounds-mediated Electrooxidation of Alcohols in Water: a Prominent Access to a Totally Closed System.
Jun Kubota, Yusuke Shimizu, Koichi Mitsudo, Hideo Tanaka*
Tetrahedron Lett. 2005, 46, 8975–8979.
DOI: 10.1016/j.tetlet.2005.10.114
(14) Electrooxidative Glycosylation through C–S Bond Cleavage of 1-Arylthio-2,3-dideoxyglycosides. Synthesis of 2′,3′-Dideoxynucleosides
Koichi Mitsudo, Takashi Kawaguchi, Seiji Miyahara, Wataru Matsuda, Manabu Kuroboshi, Hideo Tanaka*
Org. Lett. 2005, 7, 4649–4652.
DOI: 10.1021/ol051776d
(13) Catalytic Intermolecular Pauson–Khand-type Reaction: Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction
Kenichiro Itami,* Koichi Mitsudo, Kazuyoshi Fujita, Youichi Ohashi, Jun-ichi Yoshida*
J. Am. Chem. Soc. 2004, 126, 11058–11066.
DOI: 10.1021/ja047484+
(12) A Pyridylsilyl Group Expands the Scope of Catalytic Intermolecular Pauson-Khand Reactions
Kenichiro Itami,* Koichi Mitsudo, Jun-ichi Yoshida*
Angew. Chem., Int. Ed. 2002, 41, 3481–3484.
DOI: 10.1002/1521-3773(20020916)41:18<3481::AID-ANIE3481>3.0.CO;2-X
(11) Metal-Catalyzed Hydrosilylation of Alkenes and Alkynes Using Dimethyl(pyridyl)silane
Kenichiro Itami, Koichi Mitsudo, Akira Nishino, Jun-ichi Yoshida*
J. Org. Chem. 2002, 67, 2645–2652.
DOI: 10.1021/jo0163389
(10) Unusual Metal-Dependent Acceleration and Deceleration in the Metal-Catalyzed Hydrosilylation of Olefin Using Pyridyldimethylsilanes
Kenichiro Itami, Koichi Mitsudo, Akira Nishino, Jun-ichi Yoshida*
Chem. Lett. 2001, 1088–1089.
DOI: 10.1246/cl.2001.1088
(9) Diversity-Oriented Synthesis of Multisubstituted Olefins through the Sequential Integration of Palladium-Catalyzed Cross-Coupling Reactions. 2-Pyridyldimethyl(vinyl)silane as a Versatile Platform for Olefin Synthesis
Kenichiro Itami, Toshiki Nokami, Yoji Ishimura, Koichi Mitsudo, Toshiyuki Kamei, Jun-ichi Yoshida*
J. Am. Chem. Soc. 2001, 123, 11577–11585.
DOI: 10.1021/ja016790+
(8) Directed Intermolecular Carbomagnesation Across Vinylsilanes: 2-PyMe2Si Group as a Removable Directing Group
Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida*
Angew. Chem., Int. Ed. 2001, 40, 2337–2339.
DOI: 10.1002/1521-3773(20010618)40:12<2337::AID-ANIE2337>3.0.CO;2-Q
(7) Pyridyl Group Assisted Deprotonation of a Methyl Group on Silicon: Complex Induced Proximity Effect and Novel Hydroxymethylation
Kenichiro Itami, Toshiyuki Kamei, Koichi Mitsudo, Toshiki Nokami, Jun-ichi Yoshida*
J. Org. Chem. 2001, 66, 3970–3976.
DOI: 10.1021/jo015528g
(6) Highly Efficient Carbopalladation Across Vinylsilane: Dual Role of the 2-PyMe2Si Group as a Directing Group and as a Phase Tag
Kenichiro Itami, Koichi Mitsudo, Toshiyuki Kamei, Tooru Koike, Toshiki Nokami, Jun-ichi Yoshida*
J. Am. Chem. Soc. 2000, 122, 12013–12014.
DOI: 10.1021/ja002582q
(5) Oxidation of 2-Pyridyldimethylsilyl Group to Hydroxyl Group by H2O2/KF. Implication of Fluoride Ion Accelerated 2-Pyridyl-Silyl Bond Cleavage
Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida*
J. Org. Chem. 1999, 64, 8709–8714.
DOI: 10.1021/jo990740u
(4) Optical Resolution and Epimerization of Fluorosilane Having an Optically Active Amino Group: A New, Convenient Access to Optically Active Silicon Compounds
Atsushi Kawachi, Hirofumi Maeda, Koichi Mitsudo, Kohei Tamao*
Organometallics 1999, 18, 4530–4533.
DOI: 10.1021/om9904394
(3) (2-Pyridyldimethylsilyl)methyl Lithium as a Novel Hydroxymethylating Reagent
Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida*
Tetrahedron Lett. 1999, 40, 5537–5540.
DOI: 10.1016/S0040-4039(99)01028-X
(2) Facile Generation of α-Silyl Carbanion of Trimethylsilyl Group Assisted by Intramolecular Pyridyl Group Coordination
Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida*
Tetrahedron Lett. 1999, 40, 5533–5536.
DOI: 10.1016/S0040-4039(99)01027-8
(1) 2-Pyridylsilyl Group as a Multifunctional “Phase Tag” for Solution Phase Synthesis
Jun-ichi Yoshida,* Kenichiro Itami, Koichi Mitsudo, Seiji Suga
Tetrahedron Lett. 1999, 40, 3403–3406.
DOI: 10.1016/S0040-4039(99)00474-8
Reviews
(R8) Electrochemical synthesis of heterocyclic compounds via carbon–heteroatom bond formation: direct and indirect electrolysis
Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo,* Seiji Suga*
Chem. Lett. 2024, 53, upae146.
DOI: 10.1093/chemle/upae146
(R7) Electrochemical Coupling Reactions Using Non-Transition Metal Mediators: Recent Advances
Koichi Mitsudo,* Yasuyuki Okumura, Eisuke Sato, Seiji Suga*
Eur. J. Org. Chem. 2023, e202300835.
DOI: 10.1002/ejoc.202300835
(R6) Electro-oxidative Coupling Reactions Leading to π-Conjugated Compounds
Koichi Mitsudo*
Chem. Rec. 2021, 21, 2269–2276.
DOI: 10.1002/tcr.202100033
(R5) 2.9 Electrochemical Organic Synthesis via Radical Species in Free Radicals: Fundamentals and Applications in Organic Synthesis 2
Koichi Mitsudo and Seiji Suga
Science Synth. 2020, 5.
DOI: 10.1055/sos-SD-233-00170
(R4) Miniaturization and Combinatorial Approach in Organic Electrochemistry
Koichi Mitsudo, Yuji Kurimoto, Kazuki Yoshioka, Seiji Suga*
Chem. Rev. 2018, 118, 5985–5999.
DOI: 10.1021/acs.chemrev.7b00532
(R3) Combinatorial electrochemistry for organic synthesis
Koichi Mitsudo, Yuji Kurimoto, Kazuki Yoshioka, Seiji Suga*
Curr. Opin. Electrochem. 2018, 8, 8–13.
DOI: 10.1016/j.coelec.2017.10.026
(R2) Design of Redox-Mediatory Systems for Electro-organic Synthesis
Hideo Tanaka,* Manabu Kuroboshi, Koichi Mitsudo
Electrochemistry 2009, 77, 1002–1009.
DOI: 10.5796/electrochemistry.77.1002
(R1) Pyridylsilyl Group-Driven Cross-Coupling Reactions
Kenichiro Itami, Koichi Mitsudo, Toshiki Nokami, Toshiyuki Kamei, Tooru Koike, Jun-ichi Yoshida*
J. Organomet. Chem. 2002, 653, 105–113.
DOI: 10.1016/S0022-328X(02)01173-7
Reviews in Japanese
(8) 有機電気化学と有機金属化学による有機合成
光藤耕一
科学と工業 2022, 96, 10–18.
(7) ＜最新のトピックス＞有機電解合成のルネサンス—電気を使った炭素ーヘテロ原子結合形成
光藤耕一・菅誠治
月刊化学2020年10月号
(6) マイクロフロー電解合成の特長と最新動向
光藤耕一・吉岡和紀・菅誠治
月刊ファインケミカル2018年12月号
(5) 有機電解と有機金属の協奏的レドックス化学に基づく分子構築
光藤耕一
化学工業 2018年11月号
(4) 電解発生カチオン性パラジウム触媒を用いる有機合成
光藤耕一・菅誠治
Electrochemistry 2015, 83, 477–482.
(3) 電気化学的な酸化プロセスを含むカップリング反応の開発と拡張π電子系化合物合成への応用
光藤耕一・田中秀雄・菅誠治
有機合成化学協会誌 2015, 73, 171–180.
(2) ＜注目の論文＞メタノールから水素を作る
光藤耕一
月刊化学2013年8月号
(1) 有機金属ハイライト 「ハロゲン化アリールの触媒的トリフルオロメチル化反応」
光藤耕一
Organometallic News 2011 pp29
Books
(2) Novel Electrolytic Processes
Koichi Mitsudo
Sustainable & Functional Redox Chemistry (RSC Book) Chapter 3
(1) 拡張π電子系分子の電解合成 (in Japanese)
菅 誠治・光藤耕一
有機電解合成の新潮流 監修：淵上寿雄、跡部真人、稲木信介 (シーエムシー出版) 第18章（分担執筆）
Patents (in Japanese)
(9) 特開2020-059687 「シアノ基を有する芳香族化合物の製造方法」
出願日 2018年10月12日（日宝化学、岡山大学）緑川晃二、菅誠治、光藤耕一、萬代大樹
2020年4月16日公開
(8) 特開2013-107845 「フルオレン誘導体及びその製造方法」
出願日 2011年11月18日（日本ケミコン、岡山大学）堀井大輔、末松俊造、玉光賢次、田中秀雄、黒星学、光藤耕一
2013年6月6日公開
(7) 再表2012/176820「縮合複素環化合物およびその重合体」
出願日 2012年6月20日 （岡山大学、クラレ）菅 誠治、光藤耕一、鎌田泰輔、鶴田美樹、吉本純一、杉岡尚
2012年12月27日公開
(6) 特開2013-02585「架橋性ジチエノピロール化合物およびその重合体」
出願日 2012年3月6日（岡山大学、クラレ）菅 誠治、光藤耕一、鎌田泰輔、鶴田美樹、吉本純一、杉岡尚
2013年2月7日公開
(5) 特開2009-245900「電極活物質及びこれを用いた電極」
出願日 2008年3月31日（日本ケミコン、岡山大学）末松俊造、町田健治、玉光賢次、田中秀雄、光藤耕一
2009年10月22日公開
(4) 特開2008-084786「電極活物質及びそれを用いた電気化学素子」
出願日 2006年9月28日（岡山大学、日本ケミコン）田中秀雄、光藤耕一、末松俊造、町田健治、玉光賢次、内秀則
2008年4月10日公開
(3) 特開2008-050281「ベンゼン化合物の製造方法」
出願日 2006年8月23日（岡山大学、大塚化学）田中秀雄、光藤耕一、吉田健太
2008年3月6日公開
(2) 特開2006-249454「４－置換アゼチジノン誘導体の製造法」
出願日 2005年3月8日（岡山大学、大塚化学）田中秀雄、光藤耕一、石飛好規、笹岡三千雄
2006年9月21日公開
(1) 特開2006-223345「ＰＣＢを含む廃油の無害化処理法」
出願日 2005年2月15日（岡山大学、新日本技研）田中秀雄、黒星学、光藤耕一、吉田健太、久保田貢
2006年8月31日公開
