研究者詳細 - 岡内　辰夫

論文 - 岡内　辰夫

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A Steady Operation of n-Type Organic Thin-Film Transistors with Cyano-Substituted Distyrylbenzene Derivative "jointly worked" 査読有り

Shuichi Nagamatsu, Tetsuji Moriguchi, Toshiya Nagase, Shinya Oku, Kouji Kuramoto, Wataru Takashima, Tatsuo Okauchi, Katsuhiro Mizoguchi, Shuji Hayase, Keiichi Kaneto

Applied Physics Express 2 ( 10 ) 101502 2009年10月

A steady operation of n-type organic thin-film transistors with cyano-substituted distyrylbenzene derivative 査読有り

Nagamatsu S., Moriguchi T., Nagase T., Oku S., Kuramoto K., Takashima W., Okauchi T., Mizoguchi K., Hayase S., Kaneto K.

Applied Physics Express 2 ( 10 ) 2009年10月

記述言語：英語掲載種別：研究論文（学術雑誌）

A novel n-type organic semiconductor, cyano-substituted distyrylbenzene derivative, 1,4-bis{2-[4-(trifluoromethyl)phenyl]acrylonitorile}-benzene, was synthesized by Knoevenagel condensation with aldehyde and acetonitrile derivatives. Fabricated thin-film transistors (TFTs) exhibited high electron field-effect mobility of 10-2-10-1 cm2 V-1 s-1, on/off current ratio of 6 - 105. Hysteresis-free n-type transport © 2009 The Japan Society of Applied Physics.

DOI： 10.1143/APEX.2.101502

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Preparation of colloidal silica grafted with iron(0) carbonyl complex/polymer and formation of colloidal crystals in organic solvents 査読有り

Nakano M., Mouri E., Karakawa H., Okauchi T., Yoshinaga K., Nakai A.

Polymer Preprints, Japan 55 ( 1 ) 2006年10月

記述言語：英語掲載種別：研究論文（国際会議プロシーディングス）

Chemical modification of colloidal silica with poly(methyl methacrylate) containing tricarbonyliron(0) moiety, and colloidal crystallization in organic solvents were investigated. The polymer grafting to silica was carried out in 1,2-dimethoxyethane under refluxing using the polymer-silane, prepared by condensation of 3-aminopropyltriethoxysilane and carboxyl-terminated copolymer synthesized by radical polymerization of iron(0)tricarbony1(4,4-dimethyl-1,2- cyclohexadieny1) acrylate or methacrylate and methyl methacrylate using an initiator of 4,4′-azobis(4-cyanovaleric acid) in tetrahydrofuran. The polymer-modified silica formed relatively stable colloidal crystals in acetone or N,N-dimethylformamide.

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Chlamydocin analogs bearing carbonyl group as possible ligand toward zinc atom in histone deacetylases 査読有り

M. P.I. Bhuiyan,T. Kato,T. Okauchi,N. Nishino,S. Maeda,T. G. Nishino,M. Yoshida

Bioorganic & Medicinal Chemistry 14 ( 10 ) 3438 - 3446 2006年05月

Facile Synthesis of Modified Cyclic Imino Acids with Methyl and Hydroxyl Groups 査読有り

BHUIYAN Mohammed P. I., WATANABE Louis A., IKEDA Satoshi, JUNG An-Na, KATO Tamaki, OKAUCHI Tatsuo, NISHINO Norikazu

Peptide science : proceedings of the ... Japanese Peptide Symposium 2005 15 - 18 2006年03月

Generation of alpha-phosphonovinyl radicals and development of a new route to highly functionalized vinylphosphonates and vinylphosphonate-incorporated carbocyclic or heterocyclic compounds via a radical trapping sequence 査読有り

Takafumi Ageno,Tatsuo Okauchi,Toru Minami,Masaru Ishida

Organic and Biomolecular Chemistry 3 ( 5 ) 924 - 931 2005年04月

Generation of α-phosphonovinyl radicals and development of a new route to highly functionalized vinylphosphonates and vinylphosphonate- incorporated carbocyclic or heterocyclic compounds via a radical trapping sequence 査読有り

Ageno T., Okauchi T., Minami T., Ishida M.

Organic and Biomolecular Chemistry 3 ( 5 ) 924 - 931 2005年03月

記述言語：英語掲載種別：研究論文（学術雑誌）

The first direct generation of synthetically useful α-phosphonovinyl radicals was achieved by treatment of α-phosphonovinyl halides with a tributyltin radical. The α-phosphonovinyl radicals 2a-d were trapped with electron-rich olefins and an electron-deficient olefin to produce α-functionalized vinylphosphonates 3a-f in 16-55% yields. The α-phosphonovinyl radicals 7e-g containing the YCH2CH=CH 2 (Y = O, CH2, S) substituent at the β-position afforded mixtures of 5-exo and 6-endo cyclization products, 5e-g and 6e-g, in good yields. The 5-exo/6-endo product ratios increase in the following order of the β-substituent: OCH2CH=CH2 > CH 2CH2CH=CH2 > SCH2CH=CH 2. The effects of the β-substituents upon the cyclization reaction were discussed. Radical cyclization of α-phosphonovinyl radicals bearing functional groups such as geranyloxy, geranylthio, and (2-cyclohexen-l-yl)thio groups at the β-position afforded 5-exo, 5-exo and 6-endo, and cis-fused-5,6-ring cyclization products incorporating an α,β-unsaturated phosphonate unit within the ring, respectively, in good yields. The β-phosphonovinyl radical 20 underwent tandem radical cyclization-radical cyclization to produce a mixture of two isomeric bicyclo[4.3.0]nonenes including a vinylphosphonate moiety in high yield. © The Royal Society of Chemistry 2005.

DOI： 10.1039/b416394j

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Vinyl-and arylphosphorus derivatives 査読有り

Minami T., Okauchi T.

Comprehensive Organic Functional Group Transformations II 2 853 - 907 2004年12月

Acid-promoted reaction of trimethylsilylketene bis(ethylthio)acetal with imines. Synthesis of γ,γ-bis(ethylthio)allylamines 査読有り

Yahiro S., Shibata K., Saito T., Okauchi T., Minami T.

Journal of Organic Chemistry 68 ( 12 ) 4947 - 4950 2003年06月

記述言語：英語掲載種別：研究論文（学術雑誌）

Acid-catalyzed reaction of silylketene dithioacetal 1 with iminium salts or imines 3b,d-h gave the corresponding γ,γ-bis(ethylthio)allylamines 2a-h or 5b,d-h in generally high yields. Similar reactions of 1 with (salicylidene)-amines 6a-e afforded 4-amino-2,2-bis(ethylthio)chromans 8a-e in good to moderate yields.

DOI： 10.1021/jo020748v

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New synthesis of gem-bis(phosphono)ethylenes and their applications 査読有り

Inoue S., Okauchi T., Minami T.

Synthesis ( 13 ) 1971 - 1976 2003年01月

記述言語：英語掲載種別：研究論文（学術雑誌）

Palladium-catalyzed cross-coupling reaction of α-phosphonovinyl nonafluorobutanesulfonates (nonaflates) 1 with dialkyl phosphites gave versatile intermediate reagents, gembis(phosphono)ethylenes 2a-d in 35-93% yields. The reaction of bis(diethylphosphono)ethylene (2a) with tribromomethyllithium to give the Michael adduct 3 was followed by treatment with potassium hydride to form 1,1-dibromo-2,2-bis(phosphono)cyclopropane 4 in 68% yield. The reaction of 2a with [N-(p-toluenesulfonyl)- or N-(methanesulfonyl)imino]phenyliodinane produced the corresponding 1-sulfonyl-2,2-bis(phosphono)aziridines 5a,b in 54-75% yields. Treatment of 2a with sodium or potassium imidazole and a halogenating agent led to [1-halo-2-(1-imidazolyl)ethyl]-1,1-bisphosphonates 7a,b (halogen = Cl, F) in 73-47% yields. Similar reaction using 3-lithiopyridine and a halogenating agent afforded [1-halo-2-(3-pyridyl)ethyl]-1,1-bisphosphonates 8a,b in 83-85% yields.

DOI： 10.1055/s-2003-41002

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The first synthesis of phosphonoacrolein 査読有り

Arimori S., Kouno R., Okauchi T., Minami T.

Phosphorus, Sulfur and Silicon and Related Elements 177 ( 8-9 ) 1953 - 1954 2002年11月

The first synthesis of phosphonoacrolein. Application to Diels-Alder reaction as heterodiene 査読有り

Arimori S., Kouno R., Okauchi T., Minami T.

Journal of Organic Chemistry 67 ( 21 ) 7303 - 7308 2002年10月

記述言語：英語掲載種別：研究論文（学術雑誌）

The first synthesis of phosphonoacrolein 3 was made in quantitative yield by acidic treatment of β-ethoxy-α-(methoxymethyl)vinylphosphonate 2, derived from a β-ethoxy-α-phosphonovinyl anion and MOMCl. The phosphonoacrolein 3 easily underwent a hetero-Diels-Alder reaction with electron-rich alkenes 4a-f or alkynes 9a-c under mild conditions, and phosphono-substituted pyrans 5a-d, 6e,f or pyranopyrans 11a-c were obtained in good to excellent yields. The reaction of 3 with cyclopentadiene and cyclohexadiene led to mixtures of [2 + 4] and [4 + 2] cycloadducts 7a, 8a and 7b, 8b in modest yields. The cycloaddition reaction between 3 and pyranopyran 13 or dibromocarbene and 13 resulted in [4 + 2] or [2 + 1] cycloadducts 14 or 15 in good yields.

DOI： 10.1021/jo020403c

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Synthesis and biological evaluation of N-(7-indolyl)-3-pyridinesulfonamide derivatives as potent antitumor agents 査読有り

Owa T., Yoshino H., Okauchi T., Okabe T., Ozawa Y., Hata Sugi N., Yoshimatsu K., Nagasu T., Koyanagi N., Kitoh K.

Bioorganic and Medicinal Chemistry Letters 12 ( 16 ) 2097 - 2100 2002年08月

記述言語：英語掲載種別：研究論文（学術雑誌）

We herein report the synthesis and antitumor activity of E7070 analogues containing a 3-pyridinesulfonamide moiety. E7070 was selected from our sulfonamide-based compound collections, currently undergoing Phase II clinical trials because of its tolerable toxicity profile and some antitumor responses in the Phase I setting. Of the analogues examined, ER-35745, a 6-amino-3-pyridinesulfonamide derivative, demonstrated significant oral efficacy against the HCT116 human colon carcinoma xenograft in nude mice. © 2002 Elsevier Science Ltd. All rights reserved.

DOI： 10.1016/S0960-894X(02)00376-1

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Synthesis and Biological Evaluation of N-(7-Indolyl)-3-Phridinesulfonamide Derivatives as Potent Antitumor Agents 査読有り

岡内　辰夫

Biolrganic & Medicinal Chemistry Letters 12 ( 16 ) 2097 - 2100 2002年04月

The First Synthesis of Phosphonoacrolein. Application to Diels-Alder Reaction as Heterodiene 査読有り

岡内　辰夫

The Journal of Organic Chemistr 67 ( 21 ) 7303 - 7308 2002年04月

Synthesis and Biological Evaluation of N-(7-Indolyl)-3-Phridinesulfonamide Derivatives as Potent Antitumor Agents 査読有り

岡内　辰夫

Biolrganic & Medicinal Chemistry Letters 12 ( 16 ) 2097 - 2100 2002年04月

The First Synthesis of Phosphonoacrolein. Application to Diels-Alder Reaction as Heterodiene 査読有り

岡内　辰夫

The Journal of Organic Chemistry 67 ( 21 ) 7303 - 7308 2002年04月

Regioselective proton abstraction and 1,3-migration of a phosphorus group in 1,3-dienes by iron coordination: A new method for the synthesis of α-phosphono-α,β-unsaturated ketones [17] 査読有り

Okauchi T., Teshima T., Hayashi K., Suetsugu N., Minami T.

Journal of the American Chemical Society 123 ( 48 ) 12117 - 12118 2001年12月

Lewis acid-promoted deoxygenative di[β,β-bis(ethylthio)]vinylation of aldehydes with trimethylsilylketene bis(ethylthio)acetal 査読有り

Okauchi T., Tanaka T., Minami T.

Journal of Organic Chemistry 66 ( 11 ) 3924 - 3929 2001年06月

担当区分：筆頭著者記述言語：英語掲載種別：研究論文（学術雑誌）

Silylketene dithioacetal 1 reacted with aldehydes 2a-o, 14, or cinnamaldehyde (11) in the presence of Lewis acid to give deoxygenative divinylation products, 3-substituted 1,4-pentadienes 3a-o, 15, or 5-phenyl-1,3,6-heptatriene 13b, in good to moderate yields. Similar reaction with 2-aminobenzaldehyde (16) or salicylaldehyde (17) produced quinoline 19 or chroman 20 in 40-58% yield. Treatment of 1 with α-diketones 22a-c or α-ketoester 24 led to tetrasubstituted furans 23a-c or allylic alcohol 25, respectively, in rather low yields. The formation mechanisms of these products are discussed.

DOI： 10.1021/jo010007e

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Intramolecular Cyclizations of ο-substituted β,β-Difluorostyrenes: Synthesis of 3-Fluorinated Isochromenes and Isotheiochromenes 査読有り

Wada Yukinori, Ichikawa Junji, Katsume Tadayuki, NOHIRO Tomoko, OKAUCHI Tatsuo, MINAMI Toru

Bulletin of the Chemical Society of Japan ( Chemical Society of Japan ) 74 ( 5 ) 971 - 977 2001年05月

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