創成科学研究科 有機合成化学研究室（村藤研究室）

論文

• Doubly Linked Azulene Dimer: A Novel Non-benzenoid Isomer of Perylene

  Ryoji Hatakenaka, Kazuma Urabe, So Ueno, Mitsuaki Yamauchi, Yoshiyuki Mizuhata, Hiroko Yamada, Yuji Mikata, Shin Kamijo, Fumito Tani, Toshihiro Murafuji

  Chem. Eur. J., 2025, 31(13), e202404679.

• Color Change of Indole Squaraine between Blue and Yellow with Golden Luster

  Suzuko Yamazaki, Taisei Okazaki, Toshihiro Murafuji, Michinori Sumimoto, Yuji Mikata

  Langmuir, 2024, 40(37), 19722–19730.

• Photoinduced Aryl Ketone-Catalyzed Phenylation of C(sp³)–H Bonds Attached to the Heteroatom of Ethers and N-Boc-Amines via Concerted Homolytic Aromatic Substitution

  Shin Kamijo, Masaya Azami, Michinori Sumimoto, Reika Nakamura, Toshihiro Murafuji

  Synthesis, 2024, 56(18), 2925–2932.

• Efficient Synthesis and Structural Analysis of Chiral 4,4′-Biazulene

  Ryoji Hatakenaka, Nanami Nishikawa, Yuji Mikata, Hiroki Aoyama, Kohsuke Yamashita, Yoshihito Shiota, Kazunari Yoshizawa, Yuuya Kawasaki, Katsuhiko Tomooka, Shin Kamijo, Fumito Tani, Toshihiro Murafuji

  Chem. Eur. J., 2024, 30(24).

• Aryl Ketone‐Catalyzed Light‐Driven Radical Oxy‐Functionalization of Non‐Acidic C(sp³)−H Bonds Enabled by Triple Role of TEMPO

  Shin Kamijo, Masaya Azami, Kaori Kamijo, Hina Umeno, Ryo Ishii, Toshihiro Murafuji

  Adv. Synth. Catal., 2024.

• Total Synthesis of Azulene Derivative, a Blue Pigment Isolated from Lactarius indigo, and Colorant Application of Its Aqueous Dispersion

  Kiyotaka Maruoka, Ryuju Suzuki, Takaaki Kamishima, Yoshitaka Koseki, Anh Thi Ngoc Dao, Toshihiro Murafuji, Hitoshi Kasai

  J. Agric. Food Chem., 2023, 71.

• Aryl Ketone Mediated Light-Driven Naphthylation of C(sp³)–H Bonds Attached to either Oxygen or Nitrogen Substituents

  Masaya Azami, Toshihiro Murafuji, Shin Kamijo

  Synthesis, 2022, 54(20), 4576–4582.

• Versatile Conversions of Substituents in Guaiazulene: Synthesis of Carboxylic Acid Derivatives with Controlled Regiospecific Reactivities

  Kiyotaka Maruoka, Takaaki Kamishima, Yoshitaka Koseki, Ryuju Suzuki, Anh Thi Ngoc Dao, Toshihiro Murafuji, Hitoshi Kasai

  Bull. Chem. Soc. Jpn., 2022, 95(6).

• Porous TiO₂ adsorbed with squaraine dye as visible-light-responsive photocatalyst

  Suzuko Yamazaki, Kotoe Sonoda, Kiyotaka Maruoka, Yukari Yamazaki, Hiroshi Naragino, Kensuke Honda, Toshihiro Murafuji, Michinori Sumimoto

  J. Photochem. Photobiol. A, 2021, 421, 113543.

• Helicene Radicals: Molecules Bearing a Combination of Helical Chirality and Unpaired Electron Spin.

  Fumito Tani, Masahiro Narita, Toshihiro Murafuji

  ChemPlusChem, 2020, 85(9), 2093–2104.

• The formation mechanism of ZnTPyP fibers fabricated by a surfactant-assisted method

  Keigo Tashiro, Toshihiro Murafuji, Michinori Sumimoto, Mamoru Fujitsuka, Suzuko Yamazaki

  New J. Chem., 2020, 44(32), 13824–13833.

• One-pot synthesis of hypervalent diaryl(iodo)bismuthanes from o-carbonyl iodoarenes by zincation

  Toshihiro Murafuji, A. F.M. Hafizur Rahman, Daiki Magarifuchi, Masahiro Narita, Isamu Miyakawa, Katsuya Ishiguro, Shin Kamijo

  Heteroatom Chem., 2019.

• Aryl Ketone Mediated Photoinduced Radical Coupling for the Alkylation-of Benzazoles Employing Saturated Heterocyclic Compounds

  Shin Kamijo, Kaori Kamijo, Toshihiro Murafuji

  Synthesis, 2019, 51(20), 3859–3864.

• An azulene-based chiral helicene and its air-stable cation radical

  Masahiro Narita, Takaaki Teraoka, Toshihiro Murafuji, Yoshihito Shiota, Kazunari Yoshizawa, Shigeki Mori, Hidemitsu Uno, Shinji Kanegawa, Osamu Sato, Kenta Goto, Fumito Tani

  Bull. Chem. Soc. Jpn., 2019, 92(11), 1867–1873.

• Synthesis of 2-Iodoazulenes by the Iododeboronation of Azulen-2-ylboronic Acid Pinacol Esters with Copper(I) Iodide

  Masahiro Narita, Toshihiro Murafuji, Saki Yamashita, Masayuki Fujinaga, Kumiko Hiyama, Yurie Oka, Fumito Tani, Shin Kamijo, Katsuya Ishiguro

  J. Org. Chem., 2018, 83(3), 1298–1303.

• Synthesis and antifungal activities of pyridine bioisosteres of a bismuth heterocycle derived from diphenyl sulfone

  A. F.M. Hafizur Rahman, Toshihiro Murafuji, Kazuki Yamashita, Masahiro Narita, Isamu Miyakawa, Yuji Mikata, Katsuya Ishiguro, Shin Kamijo

  Heterocycles, 2018, 96(6), 1037–1052.

• An Azulene-Fused Tetracene Diimide with a Small HOMO-LUMO Gap

  Taro Koide, Moritaka Takesue, Toshihiro Murafuji, Koichiro Satomi, Yasutaka Suzuki, Jun Kawamata, Kengo Terai, Mitsuharu Suzuki, Hiroko Yamada, Yoshihito Shiota, Kazunari Yoshizawa, Fumito Tani

  ChemPlusChem, 2017, 82(7), 1010–1014.

• SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF DIAZULENYLBORINIC ACID

  Toshihiro Murafuji, Kohhei Shintaku, Kouhei Nagao, Yuji Mikata, Katsuya Ishiguro, Shin Kamijo

  Heterocycles, 2017, 94(4), 676–+.

• Blue Amino Acids Derived from Azulen-1-ylboronic Acid Pinacol Ester via the Petasis Reaction

  Toshihiro Murafuji, Yusuke Tasaki, Masayuki Fujinaga, Keisuke Tao, Shin Kamijo, Katsuya Ishiguro

  Synthesis, 2017, 49(5), 1037–1042.

• Synthesis of Alkylated Pyrimidines via Photoinduced Coupling Using Benzophenone as a Mediator

  Shin Kamijo, Kaori Kamijo, Toshihiro Murafuji

  J. Org. Chem., 2017, 82(5), 2664–2671.

• 広がるアズレンの化学ー合成法の発展と有機材料への新展開

  村藤俊宏, 谷文都

  化学, 2017, 72, 64–65.

• Aryl Ketone Catalyzed Radical Allylation of C(sp(3))-H Bonds under Photoirradiation

  Shin Kamijo, Kaori Kamijo, Kiyotaka Maruoka, Toshihiro Murafuji

  Org. Lett., 2016, 18(24), 6516–6519.

• Alkylation of Nonacidic C(sp(3))-H Bonds by Photoinduced Catalytic Michael-Type Radical Addition

  Shin Kamijo, Go Takao, Kaori Kamijo, Teruo Tsuno, Katsuya Ishiguro, Toshihiro Murafuji

  Org. Lett., 2016, 18(19), 4912–4915.

• Photo-induced Substitutive Introduction of the Aldoxime Functional Group to Carbon Chains: A Formal Formylation of Non-Acidic C(sp(3))-H Bonds

  Shin Kamijo, Go Takao, Kaori Kamijo, Masaki Hirota, Keisuke Tao, Toshihiro Murafuji

  Angew. Chem. Int. Ed., 2016, 55(33), 9695–9699.

• Synthesis of Aliphatic Azides by Photoinduced C(sp(3))-H Azidation

  Shin Kamijo, Mizuki Watanabe, Kaori Kamijo, Keisuke Tao, Toshihiro Murafuji

  Synthesis, 2016, 48(1), 115–121.

• Two-directional carbon chain elongation via the consecutive 1,4-addition of allyl malononitrile and the Cope rearrangement on an alkynoate platform

  Shin Kamijo, Kaori Kamijo, Daiki Magarifuchi, Ryota Ozawa, Keisuke Tao, Toshihiro Murafuji

  Tetrahedron Lett., 2016, 57(1), 137–140.

• Photoinduced Oxidation of Secondary Alcohols Using 4-Benzoylpyridine as an Oxidant

  Shin Kamijo, Keisuke Tao, Go Takao, Hiroshi Tonoda, Toshihiro Murafuji

  Org. Lett., 2015, 17(13), 3326–3329.

• Ether derivatization via two-step protocol comprised of photochemical ethereal C-H bond chlorination and nucleophilic substitution

  Shin Kamijo, Keisuke Tao, Go Takao, Hironori Murooka, Toshihiro Murafuji

  Tetrahedron Lett., 2015, 56(14), 1904–1907.

• Quantum chemistry-assisted synthesis route development.

  K. Hori, M. Sumimoto, T. Murafuji

  AIP Conf. Proc, 2015, 1702, 90019-1–90019-3.

• Synthesis and acid-base properties of a proton-bridged biaryl compound based on pyridylazulene

  Kazuki Ninomiya, Yumi Harada, Tomoaki Kanetou, Yuma Suenaga, Toshihiro Murafuji, Ryo Tsunashima

  New J. Chem., 2015, 39(12), 9079–9085.

• Photoinduced sulfonylation of cyclic ethers

  Shin Kamijo, Masaki Hirota, Keisuke Tao, Mizuki Watanabe, Toshihiro Murafuji

  Tetrahedron Lett., 2014, 55(40), 5551–5554.

• Activity of Antifungal Organobismuth(III) Compounds Derived from Alkyl Aryl Ketones against S. cerevisiae

  Toshihiro Murafuji, Mai Tomura, Katsuya Ishiguro, Isamu Miyakawa

  Molecules, 2014, 19(8), 11077–11095.

• Bisarylation of 1,1',3,3'-Tetrahalo-2,2'-biazulene under Suzuki-Miyaura Cross-coupling Conditions

  Takahiro Nakae, Takashi Kikuchi, Shigeki Mori, Tetsuo Okujima, Toshihiro Murafuji, Hidemitsu Uno

  Chem. Lett., 2014, 43(4), 504–506.

• Heterocyclic bismuth carboxylates based on a diphenyl sulfone scaffold: Synthesis and antifungal activity against Saccharomyces cerevisiae

  Toshihiro Murafuji, Kunito Kitagawa, Daisuke Yoshimatsu, Kei Kondo, Katsuya Ishiguro, Ryo Tsunashima, Isamu Miyakawa, Yuji Mikata

  Eur. J. Med. Chem., 2013, 63, 531–535.

• メタル化反応による置換アズレン類の簡便合成

  村藤俊宏

  有機合成化学協会誌, 2013, 71(3), 217–228.

• SYNTHESIS AND COMPLEXATION OF BIS(1-AZAAZULEN-2-YL)AMINES AND BIS(1-AZAAZULEN-2-YL) SULFIDES

  Eiko Yoshioka, Kazuya Koizumi, Kenji Nakashima, Hiroyuki Fujii, Toshihiro Murafuji, Takahiro Gunji, Noritaka Abe

  Heterocycles, 2012, 85(7), 1683–+

• Unexpected formation of stannolanes and trigonal bipyramidal tin complexes by radical cyclization reaction

  Akio Kamimura, Shingo Ishikawa, Fumiaki Noguchi, Takaaki Moriyama, Masahiro So, Toshihiro Murafuji, Hidemitsu Uno

  Chem. Commun., 2012, 48(52), 6592–6594.

• SYNTHESIS OF BENZOTROPONE-ANNULATED 1-AZAAZULENES AND RELATED COMPOUNDS BY SUZUKI-MIYAURA COUPLING/ALDOL CONDENSATION CASCADE REACTION

  Makoto Nakatani, Hiroyuki Fujii, Toshihiro Murafuji, Takahiro Gunji, Reiko Ikeda, Takeo Konakahara, Noritaka Abe

  Heterocycles, 2012, 84(1), 461–472.

• Insertion of Benzyne into a Bi-S Bond: A New Synthetic Route to ortho-Functionalized Bismuthanes

  Jing Chen, Toshihiro Murafuji, Ryo Tsunashima

  Organometallics, 2011, 30(17), 4532–4538.

• Divergent Synthesis of 2,5-Diarylphospholes Based on Cross-coupling Reactions

  Y. Matano, Y. Kon, A. Saito, Y. Kimura, T. Murafuji, H. Imahori

  Chem. Lett., 2011, 40(9), 919–921.

• SYNTHESIS OF 12,12a-DIHYDRO-7,12a-DIAZACYCLOHEPTA[cd]-BENZ[g]AZULEN-12-ONE (CYCLOHEPTA[mn]PYRROLO[2,1-c][1,4]-BENZODIAZEPIN-12-ONE) AND EVALUATION OF CYTOTOXIC ACTIVITY AGAINST HeLa S3 CELLS

  Eiko Yoshioka, Hiroyuki Fujii, Toshihiro Murafuji, Reiko Ikeda, Takeo Konakahara, Takahiro Gunji, Noritaka Abe

  Heterocycles, 2011, 83(6), 1409–1415.

• Bismuth heterocycles based on a diphenyl sulfone scaffold: Synthesis and substituent effect on the antifungal activity against Saccharomyces cerevisiae

  Toshihiro Murafuji, Yudai Fujiwara, Daisuke Yoshimatsu, Isamu Miyakawa, Kouto Migita, Yuji Mikata

  Eur. J. Med. Chem., 2011, 46(2), 519–525.

• THE REACTION OF [(1-AZAAZULEN-2-YL)IMINO]PHOSPHORANE WITH ARYLALDEHYDES: FORMATION OF BIS[(1-AZAAZULEN-2-YL)AMINO]ARYLMETHANES

  Hiroyuki Fujii, Kentaro Nagamatsu, Takahiro Gunji, Toshihiro Murafuji, Noritaka Abe

  Heterocycles, 2010, 81(11), 2625–2633.

• Synthesis of Dithienobismoles as Novel Phosphorescence Materials

  Joji Ohshita, Shigenori Matsui, Roh Yamamoto, Tomonobu Mizumo, Yousuke Ooyama, Yutaka Harima, Toshihiro Murafuji, Keisuke Tao, Yusuke Kuramochi, Takashi Kaikoh …

  Organometallics, 2010, 29(15), 3239–3241.

• Polyborylation of azulenes

  Masayuki Fujinaga, Toshihiro Murafuji, Kei Kurotobi, Yoshikazu Sugihara

  Tetrahedron, 2009, 65(34), 7115–7121.

• An Easy Access to 2-Substituted Azulenes from Azulene-2-boronic Acid Pinacol Ester

  Masayuki Fujinaga, Kouichi Suetake, Kazuhiro Gyoji, Toshihiro Murafuji, Kei Kurotobi, Yoshikazu Sugihara

  Synthesis, 2008, (23), 3745–3748.

• A new efficient route to 2-substituted azulenes based on sulfonyl group directed lithiation

  Toshihisa Shibasaki, Takeo Ooishi, Nobuhiko Yamanouchi, Toshihiro Murafuji, Kei Kurotobi, Yoshikazu Sugihara

  J. Org. Chem., 2008, 73(20), 7971–7977.

• Two-photon absorption properties of azulenyl compounds having a conjugated ketone backbone

  Shoichiro Hirakawa, Jun Kawamata, Yasutaka Suzuki, Seiji Tani, Toshihiro Murafuji, Kazuo Kasatani, Liudmil Antonov, Kenji Kamada, Koji Ohta

  J. Phys. Chem. A, 2008, 112(23), 5198–5207.

• Characterization of azulenylphosphine derivatives. Unexpected debromination and its synthetic utility in the preparation of 2-substituted azulene

  A. F. M. Mustafizur Rahman, Toshihiro Murafuji, Toshihisa Shibasaki, Kouichi Suetake, Kei Kurotobi, Yoshikazu Sugihara, Nagao Azuma, Yuji Mikata

  Organometallics, 2007, 26(12), 2971–2977.

• Inhibition of jack bean urease by organobismuth compounds

  T. Murafuji, T. Azuma, Y. Miyoshi, M. Ishibashi, A. F. M. M. Rahman, K. Migita, Y. Sugihara, Y. Mikata

  Bioorg. Med. Chem. Lett., 2006, 16(6), 1510–1513.