研究業績

学術論文

2018

  1. Copper-catalyzed cross-coupling reactions of 5-stibano-1,2,3-triazoles with bromoalkynes under aerobic conditions: Synthesis of 5-alkynyl-1,2,3-triazoles

    Mizuki Yamada, Daiki Matsuura, Mai Hasegawa, Yuki Murata, Naoki Kakusawa, Mio Matsumura, Shuji Yasuike

    Journal of Organometallic Chemistry, 2018, 871, 79-85.
  2. Synthesis of Fully Functionalized 5-Selanyl-1,2,3-triazoles: Copper-Catalyzed Three-Component Reaction of Ethynylstibanes, Organic Azide, and Diaryl Diselenides

    Mizuki Yamada, Mio Matsumura, Fumina Takino, Yuki Murata, Yuka Kurata, Masatoshi Kawahata, Kentarou Yamaguchi, Naoki Kakusawa, and Shuji Yasuike

    European Journal of Organic Chemistry, 2018, 170-177.
  3. One-pot reaction for the synthesis of N-substituted 2-aminobenzoxazoles using triphenybismuth dichloride as cyclodesulfurization reagent

    Yuki Murata, Natsuho Matsumoto, Maya Miyata, Yuki Kitamura, Naoki Kakusawa, Mio Matsumura, Shuji Yasuike

    Journal of Organometallic Chemistry, 2018, 859, 18-23.
  4. Synthesis, antitumor activity, and cytotoxity of 4-substituted 1-benzyl-5-diphenylstibano-1H-1,2,3-triazoles

    Mizuki Yamada, Tsutomu Takahashi, Mai Hasegawa, Mio Matsumura, Kana Ono, Ryota Fujimoto, Yuki Kitamura, Yuki Murata, Naoki Kakusawa, Motohiro Tanaka, Tohru Obata, Yasuyuki Fujiwara, Shuji Yasuike

    Bioorganic & Medicinal Chemistry Letters, 2018, 28, 152-154.

2017

  1. Microwave-Assisted Debromination of α-Bromoketones with Triarylstibanes in Water

    Yuki Murata, Yoshiyuki Sugawara, Mio Matsumura, Naoki Kakusawa, and Shuji Yasuike

    Chemical and Pharmaceutical Bulletin, 2017, 65, 1081-1084.
  2. Synthesis and Photophysical properties of novel benzophospholo[3,2]indoles derivatives

    Mio Matsumura, Mizuki Yamada, Atsuya Muranaka, Misae Kanai, Naoki Kakusawa, Daisuke Hashizume, Masanobu Uchiyama, and Shuji Yasuike

    Beilstein J. Org. Chem. 2017, 13, 2304 – 2309.

  3. “A Versatile synthesis of triarylantimony difluorides by fluorination of triarylstibanes with nitrosyl tetrafluoroborate and their antitumor activity”

    Yuki Kitamura, Mio Matsumura, Yuki Murata, Mizuki Yamada, Naoki Kakusawa, Motohiro Tanaka, Hiroyuki Okabe, Hiroshi Naka, Tohru Obata, Shuji Yasuike

    Journal of Fluorine Chemistry, 2017, 199, 1-6.
  4. “Synthesis of 5-organostibano-1H-1,2,3-triazoles by Cu-catalyzed azide-alkyne cycloaddition and their application in the acyl-induced deantimonation for the preparation of fully substituted 5-acyl-1,2,3-triazoles”

    Mizuki Yamada, Mio Matsumura, Yuki Murata, Masatoshi Kawahata, Kohki Saito, Naoki Kakusawa, Kentarou Yamaguchi, Shuji Yasuike
    Tetrahedron, 2017, 73, 2614 – 2622.
  5. “Antimony-lithium exchange reaction: Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by triazoyllithium with electrophiles”

    Mizuki Yamada, Mio Matsumura, Masatoshi Kawahata, Yuki Murata, Naoki Kakusawa, Kentaro Yamaguchi, Shuji Yasuike
    Journal of Organometallic Chemistry, 2017, 834, 83 – 87.

2016

  1. Synthesis of 2-Arylquinoxalines: Triarylstibane-Catalyzed Oxidative Cyclization of α-Hydroxy Ketones with 1,2-Diamines Under Aerobic Conditions

    Mio Matsumura, Rie Takada, Yuu Ukai, Mizuki Yamada, Yuki Murata, Naoki Kakusawa, and Shuji Yasuike
    Heterocycles, 2016, 93 (1), 75-83
  2. General synthesis, structure, and optical properties of benzothiophene-fused benzoheteroles containing Group 15 and 16 elements

    Mio Matsumura, Atsuya Muranaka, Rina Kurihara, Misae Kanai, Kengo Yoshida, Naoki Kakusawa, Daisuke Hashizume, Masanobu Uchiyama, and Shuji Yasike
    Tetrahedron, 2016, 72, 8085 – 8090
  3. Copper-catalyzed tandem cyclization of 2-(2-iodophenyl)imidazo[1,2-a]pyridine derivatives with selenium: Synthesis of benzo[b]selenophene-fused imidazo[1,2-a]pyidines

    Mio Matsumura, Atsuya Muranaka, Rina Kurihara, Misae Kanai, Kengo Yoshida, Naoki Kakusawa, Daisuke Hashizume, Masanobu Uchiyama, and Shuji Yasike
    Tetrahedron, 2016, 72, 8085 – 8090.

  4. “Copper-catalyzed [3+2] cycloaddition of (phenylethynyl)-di-p-tolystibane with organic azides”
    Mizuki Yamada, Mio Matsumura, Yuki Uchida, Masatoshi Kawahata, Yuki Murata, Naoki Kakusawa, Kentarou Yamaguchi, and Shuji Yasuike
    Beilstein J. Org. Chem., 2016, 12, 1309 – 1313.
  5. “Synthsis of Unsymmetrical Diaryl Selenides: Copper-Catalyzed Se-Arylation of Diarylselenides with Triarylbismuthanes”
    Mio Matsumura, Kohki Shibata, Sota Ozeki, Mizuki Yamada, Yuki Murata, Naoki Kakusawa, Shuji Yasuike
    Snthesis, 2016, 48, 730-736.
  6. “Synthesis, structural characterization and antitumor activity of 2-(di-p-tolylstibano)- and 2-(di-p-tolylbismuthano)-N-p-tolylbenzamide”
    Tohru Obata, Mio Matsumura, Masatoshi kawahata, Shunsuke Hoshino, Mizuki Yamada, Yuki Murata, Naoki Kakusawa, Kentaro Yamaguchi, Motohiro Tanaka, Shuji Yasuike
    J. Organomet. Chem. 2016, 807, 17-21.
  7. “Simple and efficient copper-catalyzed synthesis of symmetrical diaryl selenides from triarylbismuthanes and selenium under aerobic conditions”
    Mio Matsumura, Hanae Kumagai, Yuki Murata, Naoki Kakusawa, Shuji Yasuike
    J. Organomet. Chem. 2016, 807, 11-16.
  8. “Triarylantimony-Catalyzed Heteroannulation Route to 2-Arylquinoxalines”
    Mio Matsumura, Rie Takada, Yuu Ukai, Mizuki Yamada, Yuki Murata, Naoki Kakusawa, and Shuji Yasuike
    Synfacts, 2016, 12 (2), 128.

2015

  1. Palladiumu-catalyzed cross-copling reactions of triarylbismuthanes with terminal alkynes under aerobic conditions
    Mio Matsumura, Mizuki Yamada, Toshiyuki Tsuji, Yuki Murata, Naoki Kakusawa, Shuji Yasuike
    Journal of Organometallic Chemistry, 2015, 794, 70-75.
  2. Synthesis of arylboronates by boron-induced ipso-deantimonation of triarylstibanes with boron trihalides and its application in one-pot two-step transmetallation/cross-coupling reactions
    Shuji Yasuike, Kazuhide Nakata, Weiwei Qin, Mio Matsumura, Naoki Kakusawa, Jyoji Kurita
    Journal of Organometallic Chemistry, 2015, 788, 9-16.
  3. Preparation of acylthiophenes by iron(III) chloride catalyzed reactions of tris(2-thienyl)stibanes with acyl chlorides
    Naoki Kakusawa, Yoshie Nakagawa, Yutarou Toshima, Shuji Yasuike, and Jyoji Kurita
    Heterocycles, 2015, 91, 1170-1175.
  4. Pd-Catalyzed P-arylation of triarylantimony dicarboxylates with diaryl H-phosphites without a base: Synthesis of arylphosphonates
    Mio Matsumura, Yuqiang Dong, Naoki Kakusawa, Shuji Yasuike
    Chemical Pharmaceutical Bulliten, 2015, 63, 130-133.
  5. Synthesis and structural characterization of a novel organotellurium compound: Dinaphtho[2,3-b;2’,3’-d]tellurophene
    Mio Matsumura, Atsuya Muranaka, Naoki Kakusawa, Jyoji Kurita, Daisuke Hashizume, Masanobu Uchiyama, Shuji Yasuike
    Heterocycles, 2015, 90, 121-125.

2014

  1. Simple base-free Miyaura-type borylation of triarylantimony diacetates with tetra(alkoxo)biboranes under aerobic conditions

    Shuji Yasuike, Yuqiang Dong, Naoki Kakusawa, Mio Matsumura, Jyoji Kurita
    Journal of Organometallic Chemistry, 2014, 765, 80-85.

2012

  1. A Novel organobismuth compound, 1-[(2-di-p-tolylbismuthanophenyl)diazenyl]pyrrolidine, induces apotosis in the human acute promyelocytic leukemia cell line NB4 via reactive oxygen specis
    Kengo Onishi, Mizuho Douke, Taisuke Nakamura, Youta Ochiai, Naoki Kakusawa, Shuji Yasuike, Jyoji Kurita, Chika Yamamoto, Masatoshi Kawahata, Kentarou Yamaguchi, Tatsuo Yagura
    Journal of Inorganic Biochemistry, 2012, 117, 77-84
  2. Synthesis of Novel Dibenzo[d,f]heteronins Incorporating Group 15 and 16 Heavier Elements
    Shuji Yasuike, Satoshi Tsukada, Naoki Kakausawa, Takashi Tsuchiya, and Jyoji Kurita
    Heterocycles, 2012, 86, 941-945.

2011

  1. [2-(N,N-Dimethylaminomethyl)phenyl]bis(4-methylphenyl)bismuthane. M. Kawahata, S. Yasuike, I. Kinebuchi, K. Yamaguchi, J. Kurita, Acta Cryst. E, E67, m25 (2011).
  2. Simple and efficient copper-catalyzed S-arylation of diaryl disulfides with triarylbismuthanes under aerobic conditions. S. Yasuike, M. Nishioka, N. Kakusawa and J. Kurita, Tetrahedron Lett., 52, 6403-6406 (2011).

2010

  1. Rhodium-catalyzed 1,2-addition of Sb-phenyl-1,5-azastibocines to functionalized aldehydes. N. Kakusawa, S. Yasuike and J. Kurita, Heterocycles, 80, 163-168 (2010).

2009

  1. Effect of periodic replacement of the heteroatom on the spectroscopic properties of indole and benzofuran derivatives. A. Muranaka, S. Yasuike, C.-Y. Liu, J. Kurita, N. Kakusawa, T. Tsuchiya, M. Okuda, N. Kobayashi, Y. Matsumoto, K. Yoshida, D. Hashizume and M. Uchiyama, J. Phys. Chem. A. 113, 464-473 (2009).
  2. Rhodium-catalyzed conjugate addition of Sb-aryl-1,5-azastibocines to a,b-unsaturated carbonyl compounds. N. Kakusawa, S. Yasuike and J. Kurita, Heterocycles, 77, 1269-1283 (2009).
  3. Synthesis and thermal stability of 3-substituented-3-benzostibepines. S. Yasuike, M. Ikoma, N. Kakusawa, T. Tsuchiya and J. Kurita, Heterocycles, 79, 659-667 (2009).
  4. Gilman-type versus Lipshutz-type reagents: competition in lithiocuprate chemistry. J. Haywood, J. V. Morey, A. E. H. Wheatly, C-Y. Liu, S. Yasuike, J. Kurita, M. Uchiyama, P. Raithby, Organometallics, 28, 38-41 (2009).
  5. Pentavalent organoantimony compounds as mild N-arylating agents for amines: Cu-mediated Ullmann-type N-arylation with tetraarylantimony(V)acetates. W. Qin, N. Kakusawa, Y. Wu, S. Yasuike and J. Kurita, Chem. Pharm. Bull., 57, 436-438 (2009).
  6. Copper- and base-free Sonogashira-type cross-coupling reaction of triarylantimony dicarboxylates with terminal alkynes under an aerobic condition. X. Wang, W. Qin, N. Kakusawa, S. Yasuike and J. Kurita, Tetrahedron Lett., 50, 6293-6297 (2009).
  7. Synthesis of optically active P-chirogenic ferrocene-fused benzophosphole by diastereoselective intramolecular cyclization of phosphanylferrocene derivatives. S. Yasuike, J. Hagiwara, H. Danjo, M. Kawahata, N. Kakusawa, K. Yamaguchi and Jyoji Kurita, Heterocycles, 78, 3001-3010 (2009).

2008

  1. Triarylantimony dicarboxylates as pseudo-halides for palladium-catalyzed cross-coupling reaction with arylboronic acids triarylbismuthanes without any base. W. Qin, S. Yasuike, N. Kakusawa, Y. Sugawara, M. Kawahata, K. Yamaguchi and J. Kurita, J. Organomet. Chem., 693, 109-116 (2008).
  2. Palladium-catalyzed carbonylative cross-coupling reaction of triarylantimony dicarboxylates with arylboronic acids: Synthesis of biaryl ketones. W. Qin, S. Yasuike, N. Kakusawa and J. Kurita, J. Organomet. Chem., 693, 2949-2953 (2008).

2007

  1. Suzuki-type cross-coupling reaction of pentavalent triarylantimony diacetates with arylboronic acids without a base. S. Yasuike, W. Qin, Y. Sugawara and J. Kurita, Tetrahedron Lett., 48, 719-722 (2007).

2006

  1. Synthesis of enantiomerically pure Sb-chirogenic organoantimony compounds and their crystal structures. S. Yasuike, Y. Kishi, S. Kawara, K. Yamaguchi and J. Kurita, J. Organomet. Chem., 691, 2213-2220 (2006).
  2. Hypervalent organoantimony compounds 12-ethynyl-tetrahydrodibenz[c,f][1,5]azastibocines: Highly efficient new transmetallating agent for organic halides. N. Kakusawa, Y. Tobiyasu, S. Yasuike, K. Yamaguchi, H. Seki and J. Kurita, J. Organomet. Chem., 691, 2953-2968 (2006).
  3. A novel transmetallation of triarylstibanes into arylboronate: Boro-induced ipso-deantimonation and its theoretical calculation. S. Yasuike, K. Nakata, W. Qin, T. Kaji and J. Kurita, Chem. Lett., 35, 1402-1403 (2006).

2005

  1. Catalytic action of triarylstibanes: oxidation of benzoins into benzyls using triarylstibanes under an aerobic condition. S. Yasuike, Y. Kishi, S. Kawara, and J. Kurita, Chem. Pharm. Bull., 53, 425-427 (2005).
  2. An organobismuth compound that exhibit cytotoxicity selectively to vascular endothelial cells in vitro. Y. Fujiwara, M. Mitani, S. Yasuike, J. Kurita, and T. Kaji, J. Health. Sci., 51, 333-340 (2005).
  3. Synthesis of JOSIPHOS-type ligands via a diastereoselective three-component reaction and their application in asymmetric rhodium-catalyzed hydroborations. S. Yasuike, C. C. Kofink, R. J. Kloetzing, N. Gommermann, K. Tappe, A. Gavryushin and P. Knochel, Tetrahedron: Asymmetry, 16, 3385-3393 (2005).

2004

  1. Non-C2-symmetrical antimony-phosphorus ligand, (R/S)-2-diphenylphosphano-2’-di(p-tolyl)stibano-1,1’-binaphthyl (BINAPSb): preparation and its use for asymmetric reactions as a chiral auxiliary. S. Yasuike, S. Kawara, S. Okajima, H. Seki, K. Yamaguchi, and J. Kurita, Tetrahedron Lett., 45, 9135-9138 (2004).
  2. Cyclic voltammetric study of intramolecular and intermolecular hypervalent organoantimony complexes with Sb•••N bonding. K. Hoshino, T. Ogawa, S. Yasuike, H. Seki, J. Kurita, T. Tokunaga, and K. Yamaguchi, J. Phys. Chem. B, 108, 18698-18704 (2004).

2003

  1. A versatile Route to 3-benzoheteroepines containing group 15 and 16 heavier elements involving several novel ring systems, and their thermal stabilities. S. Yasuike, T. Kiharada, T. Tsuchiya, and J. Kurita, Chem. Pharm. Bull., 51, 1283-1288 (2003).
  2. Remarkable reactivity enhancement with Sb---N intra-coordination of ethynyl-1,5-azastibocines in Pd-catalyzed cross-coupling reactions with organic halides. N. Kakusawa, Y. Tobiyasu, S. Yasuike, K. Yamaguchi, H. Seki, and J. Kurita. Tetrahedron Lett., 44, 8589-8592 (2003).
  3. 2,2’-Bis(diarylstibano)-1,1’-binaphthyls (BINASbs); a useful chiral ligand for palladium-catalyzed asymmetric allylic alkylation, and the structure of a BINASb-PdCl2 complex. S. Yasuike, S. Okajima, K. Yamaguchi, and J. Kurita, Tetrahedron Lett., 44, 6217-6220 (2003).
  4. New optically active organoantimony (BINASb) and bismuth (BINABi) compounds comprising a 1,1'-binaphthyl core: synthesis and their use in transition metal-catalyzed asymmetric hydrosilylation of ketones. S. Yasuike, S. Okajima, K. Yamaguchi, H. Seki, and J. Kurita. Tetrahedron, 59, 4961-4968 (2003).

2002

  1. Synthesis of Sb-chiral organoantimony compounds having intramolecular Sb---N interaction and their separation into optically pure compounds via ortho-palladated benzylamine complexes. S. Okajima, S. Yasuike, N. Kakusawa, A. Osada, K. Yamaguchi, H. Seki, and J. Kurita, J. Organomet. Chem., 656, 234-242 (2002).
  2. Synthesis of optically active organoantimony compounds having an (S)--methylbenzyldimethylamine group and its evaluation for asymmetric reaction. S. Yasuike, S. Okajima, and J. Kurita, Chem. Pharm. Bull., 50, 1404-1406 (2002).

2001

  1. Synthesis, molecular structure and fluxional behavoir of (R)-7-p-tolyldinaphtho[2,1-b;1’,2’-d]stibole: the first isolated example of optically active group 15 dinaphthoheteroles. S. Yasuike, T. Iida, K. Yamaguchi, H. Seki, and J. Kurita, Tetrahedron Lett., 42, 441-444 (2001).
  2. Synthesis of 1-stibaphenalenes, the first example of group 15 phenalenes, via a 1,5-dilithium intermediate. S. Yasuike, M. Niwa, K. Yamaguchi, T. Tsuchiya, and J. Kurita, Chem. Lett., 554-555 (2001).
  3. Synthesis, and fluxional behavior of dinaphtho[2,1-b;1'2'-d]-siloles and -germoles,involving the first example of optically active group 14 dinapthotheteros. S.Yasuike, T.Iida, S. Okajima, K.Yamaguchi, H.Seki, and J.Kurita, Tetrahedron ,57,10047-10053(2011).

2000

  1. Resolution of racemic Sb-chiral stibindoles using an optically active ortho-palladated benzylamine derivative, via their diastereomeric complexes. J. Kurita, F. Usuda, S. Yasuike, T. Tsuchiya, Y. Tsuda, F. Kiuchi, and S, Hosoi, Chem. Commun., 191-192 (2000).
  2. Direct detection of intramolecular Sb⋯N nonbonded interaction by 1H-13C and 1H-15N heteronuclear multiple bond correlation spectroscopy. T. Tokunaga, H. Seki, S. Yasuike, M. Ikoma, J. Kurita, and K. Yamaguchi, Tetrahedron Lett., 41, 1031-1034 (2000).
  3. Synthesis and structure of novel dibenzo[b, i]-1-oxa-6-heteroecines containing group 15 heavier elements S. Yasuike, S. Tsukada, J. Kurita, T. Tsuchiya, Y. Tsuda, F. Kiuchi, and S. Hosoi, Heterocycles, 53, 525-528 (2000).
  4. Confirmation and characterization of the hypervalent Sb•••N bonding recognized in triarylstibanes bearing an amino side chain by X-ray, NMR ant theoretical caluculations. T. Tokunaga, H. Seki, S. Yasuike, M. Ikoma, J. Kurita, and K. Yamaguchi, Tetrahedron, 56, 8833-8839 (2000).
  5. Synthesis and resolution of 2,2’-bis[di(p-tolyl)stibano]-1,1’-binaphthyl (BINASb); the first example of an optically active organoantimony ligand for asymmetric synthesis. S. Yasuike, S. Okajima, K. Yamaguchi, H. Seki, and J. Kurita. Tetrahedron: Asymmetry, 11, 4043-4047 (2000).