HIYAMA Laboratory   Research and Development Initiative
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publication


2010-   2009-2005   review -2005
patent -2010   2004年以前(PDF file)

Accepted Manuscript
"Activation of a Carbon-Carbon Bond in Internal Alkynes: Vinylidene Rearrangement of Disubstituted Alkynes at an Ir Complex"
Takuya Kuwabara, Shuhei Takamori, Satoshi Kishi, Takahiro Watanabe, Yousuke Ikeda, Shintaro Kodama, Yasunori Minami, Tamejiro Hiyama, Youichi Ishii
Synlett  in press.

"Collaborative Interaction of Carbon-Carbon Unsaturated Bond Groups with Transition-Metal Catalysts for C-H Bond Functionalization"
Yasunori Minami, Tamejiro Hiyama
Chem. Lett.  in press.   (Highlight Review)



2017
"Synthesis of Benzosiloles by Intramolecular anti-Hydroarylation via ortho-C?H Activation of Aryloxyethynyl silanes"
Yasunori Minami, Yuta Noguchi, Tamejiro Hiyama
J. Am. Chem. Soc. 2017, 139, 14013-14016.


"Hydroarylation of 2-Aryloxybut-1-en-3-ynes via Pd/acid-catalyzed C-H bond activation: Concise Synthesis of 2,3-Bismethylene-2,3-dihydrobenzofurans"
Yasunori Minami, Megumi Sakai, Takumi Sakamaki, Tamejiro Hiyama
Chem. Asian J. 2017, 12, 2399-2403.


"Nickel-catalyzed N-Arylation using N-TMS-carbazole"
Yasunori Minami, Takeshi Komiyama, Kenta Shimizu, Shu-ichi Uno, Tamejiro Hiyama, Osamu Goto, Hideyuki Ikehira
Synlett 2017, 28, 2407-2410.
Published as part of the Cluster Silicon in Synthesis and Catalysis
Highlighted in Synfacts 2017, 13, 1029.


"Recent Progress in the Cross-coupling Reaction using Triorganosilyl-type Reagents"
Takeshi Komiyama, Yasunori Minami, Tamejiro Hiyama
Synlett 2017, 28, 1873-1884.  (Account)


"Facile One-pot Synthesis of Solid-state Luminescent Benzopyrylium Tetrafluoroborates Derived from Annulation of Aryl Silylethynyl Ethers with Alkynes"
Yasunori Minami, Yuichiro Tokoro, Mayu Yamada, Tamejiro Hiyama
Chem. Lett. 2017, 46, 899-902.


"Recent Advances in Transition Metal-Catalyzed Synthetic Transformations of Organosilicon Reagents"
Takeshi Komiyama, Yasunori Minami, Tamejiro Hiyama
ACS Catal. 2017, 7, 631-651. (Review) selected as "Top 20 most read article"



2016
"Aryl(triethyl)silanes for Biaryl and Teraryl Synthesis by Copper(II)-Catalyzed Cross-coupling Reaction"
Takeshi Komiyama, Yasunori Minami, Tamejiro Hiyama
Angew. Chem. Int. Ed. 2016, 55, 15787-15791.
Corrigendum: Angew. Chem. Int. Ed. 2017, 56, 8035.
Highlighted in Synfacts 2017, 13, 151.


"Intramolecular Hydroalkylation via Activation of tert-Butyl C-H Bond in Silylethynyl Aryl Ethers"
Yasunori Minami, Yuta Noguchi, Kotomi Yamada, Tamejiro Hiyama
Chem. Lett. 2016, 45, 1210. (Open Access)
Selected as Editor's Choice and Focus Collection "Catalytic C-H Activation"


"Annulation of Alkynyl Aryl Ethers with Allyl Pivalates to give 2,3-Bismethylenechromanes through Double C-H Bond Cleavage"
Yasunori Minami, Megumi Sakai, Tomohiro Anami, Tamejiro Hiyama
Angew. Chem. Int. Ed. 2016, 55, 8701.


"Silicon-based Cross-coupling of Ary Tosylates by Cooperative Palladium/Copper Catalysis"
Akito Ohgi, Kazuhiko Semba, Tamejiro Hiyama, Yoshiaki Nakao
Chem. Lett. 2016, 45, 973.


"Synthetic Transformations through Alkynoxy-Palladium Interaction and C-H Activation"
Minami Yasunori, Hiyama Tamejiro
Acc. Chem. Res. 2016, 49, 67.  (Account)



2015
"多重結合の性質を利用する効率的分子変換反応の創出"
南 安規
化学と工業(飛翔する若手研究者) 2015, 68, 948-949.

"Dehydrogenative Carbon-Carbon Bond Formation Reactions Using Alkynoxy Moieties as Hydrogen-accepting Directing Groups"
Yasunori Minami, Tatsuro Kodama, Tamejiro Hiyama
Angew. Chem. Int. Ed. 2015, 54, 11813.


"Alkynoxy-directed C-H Functionalizations: Palladium(0)-catalyzed Annulations of Alkynyl Aryl Ethers with Alkynes"
Yasunori Minami, Yuki Shiraishi, Tatsuro Kodama, Mayuko Kanda, Kotomi Yamada, Tomohiro Anami, Tamejiro Hiyama
Bull. Chem. Soc. Jpn. 2015, 88, 1388.  "Selected Paper"


"Catalytic Carbon-Nitrogen Bond-forming Cross-coupling using N-Trimethylsilylamines"
Yasunori Minami, Takeshi Komiyama, Kenta Shimizu, Tamejiro Hiyama, Osamu Goto, Hideyuki Ikehira
Bull. Chem. Soc. Jpn. 2015, 88, 1437.


"Straightforward Synthesis of HOMSi Reagents via sp2C-H Silylation"
Yasunori Minami, Takeshi Komiyama, Tamejiro Hiyama
Chem. Lett. 2015, 44, 1065. (Open Access)
Selected as Editor's Choice and Focus Collection "Catalytic C-H Activation"


"Palladium-Catalyzed Annulation of Alkynyl Aryl Ethers with Isocyanates through o-C-H Cleavage. Synthesis of Solid-state Emissive 2-Methylidene-2H-1,4-benzoxazin-3(4H)-ones"
Yasunori Minami, Mayuko Kanda, Megumi Sakai, Tamejiro Hiyama
Tetrahedron 2015, 71, 4522.


"Synthesis of rhazinilam through intramolecular arylcyanation of alkenes catalyzed cooperatively by nickel/aluminum"
Yuuya Yamada, Shiro Ebata, Tamejiro Hiyama, Yoshiaki Nakao
Tetrahedron 2015, 71, 4413.



2014
"Palladium-catalyzed Annulation of 2-Substituted Silylethynyloxyarenes through δ-C-H Activation"
Minami Yasunori; Anami Tomohiro; Hiyama Tamejiro
Chem. Lett. 2014, 43, 1791. (Open Access)
Selected as Editor's Choice and Focus Collection "Catalytic C-H Activation"


"Palladium-catalyzed Cycloaddition of Silylethynyl Aryl Ethers with Isocyanates via o-C-H cleavage"
Minami Yasunori; Kanda Mayuko; Hiyama Tamejiro
Chem. Lett. 2014, 43, 1408. (Open Access)
Selected as Focus Collection "Catalytic C-H Activation"


"Silicon-Based C-N Cross-Coupling Reaction"
Shimizu Kenta; Minami Yasunori; Goto Osamu; Ikehira Hideyuki; Hiyama Tamejiro
Chem. Lett. 2014, 43, 438.


"Synthesis of HOMSi Reagents by Pd/Cu-Catalyzed Silylation of Bromoarenes with Disilanes"
Minami Yasunori; Shimizu Kenta; Tsuruoka Chisato; Komiyama Takeshi; Hiyama Tamejiro
Chem. Lett. 2014, 43, 201.


"Palladium-catalyzed Cycloaddition of Alkynyl Aryl Ethers to Allenes to Form a 2,3-Bismethylidene-2,3-dihydro-4H-1-benzopyran Framework"
Minami Yasunori; Kanda Mayuko; Hiyama Tamejiro
Chem. Lett. 2014, 43, 181. (Open Access)
Selected as Focus Collection "Catalytic C-H Activation"



2013
"Palladium-Catalyzed Hydrobenzylation of ortho-Tolyl Alkynyl Ethers by Benzylic C-H Activation: Remarkable Alkynoxy-Directing Effect"
Minami Yasunori; Yamada Kotomi; Hiyama Tamejiro
Angew. Chem. Int. Ed. 2013, 52, 10611.


"Highly Chemoselective Carbon-Carbon σ-Bond Activation: Nickel/Lewis Acid-Catalyzed Polyfluoroarylcyanation of Alkynes"
Minami Yasunori; Yoshiyasu Hirofumi; Nakao Yoshiaki; Hiyama Tamejiro
Angew. Chem. Int. Ed. 2013, 52, 883.
Highlighted in Synfacts 2013, 729.


"Polyarylene Synthesis by Cross-Coupling with HOMSi Reagents"
Shimizu Kenta; Minami Yasunori; Nakao Yoshiaki; Ohya Ken-ichiro; Ikehira Hideyuki; Hiyama Tamejiro
Chem. Lett. 2013, 42, 45.



2012
"New Synthesis of Dibenzofulvenes by Palladium-Catalyzed Double Cross-Coupling Reactions"
Shimizu Masaki; Nagao Ikuhiro; Kiyomoto Shin-ichi; Hiyama Tamejiro
Australian J. Chem. 2012, 65, 1277.

"Silicon-bridged biaryls: molecular design, new synthesis, and luminescence control"
Shimizu Masaki; Hiyama Tamejiro
Synlett 2012, 23, 973.


"Alkylation of Pyridone Derivatives By Nickel/Lewis Acid Catalysis "
Tamura Ryuichi; Yamada Yuuya; Nakao Yoshiaki; Hiyama Tamejiro
Angew. Chem. Int. Ed. 2012, 51, 5679.


"Palladium-catalyzed cycloaddition of alkynyl aryl ethers with internal alkynes via selective ortho-C-H activation"
Minami Yasunori; Shiraishi Yuki; Yamada Kotomi; Hiyama Tamejiro
J. Am. Chem. Soc. 2012, 134, 6124. selected as "Top 20 most read article"


"1,4-Bis(diarylamino)-2,5-bis(4-cyanophenylethenyl)benzenes: Fluorophores Exhibiting Efficient Red and Near-Infrared Emissions in Solid State "
Shimizu Masaki; Kaki Rina; Takeda Youhei; Hiyama Tamejiro; Nagai Naomi; Yamagishi Hideo; Furutani Hiroyuki
Angew. Chem. Int. Ed. 2012, 51, 4095.


"Palladium-Catalyzed Annulation of 1,2-Diborylalkenes and -Arenes with 1-Bromo-2-[(Z)-2-bromoethenyl]arenes: A Modular Approach to Multisubstituted Naphthalenes and Fused Phenanthrenes"
Shimizu Masaki; Tomioka Yosuke; Nagao Ikuhiro; Kadowaki Tsugumi; Hiyama Tamejiro
Chem.-Asian J. 2012, 7, 1644.


"Efficient blue electroluminescence of silylene-bridged 2-(2-naphthyl)indole"
Shimizu Masaki; Mochida Kenji; Asai Yuiga; Yamatani Akinori; Kaki Rina; Hiyama Tamejiro; Nagai Naomi; Yamagishi Hideo; Furutani Hiroyuki
J. Mater. Chem. 2012, 22, 4337-4342.


"Regioselective Hydrocarbamoylation of 1-Alkenes"
Miyazaki Yosuke; Yamada Yuuya; Nakao Yoshiaki; Hiyama Tamejiro
Chem. Lett. 2012, 41, 298-300.




2011
"Mechanistic Study of the Palladium-Catalyzed Stereoselective Cross-Coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene"
Shimizu Masaki; Takeda Youhei; Hiyama Tamejiro
Bull. Chem. Soc. Jpn. 2011, 84, 1339-1341.


"Photophysical properties of heteroaromatic ring-fused (di)benzosiloles"
Shimizu Masaki; Mochida Kenji; Katoh Masaki; Hiyama Tamejiro
Sci. China Chem. 2011, 54, 1937-1947.

"Palladium-catalyzed double cross-coupling reaction of 1,2-bis(pinacolatoboryl)alkenes and -arenes with 2,2′-dibromobiaryls: annulative approach to functionalized polycyclic aromatic hydrocarbons"
Shimizu Masaki; Nagao Ikuhiro; Tomioka Yosuke; Kadowaki Tsugumi; Hiyama Tamejiro
Tetrahedron 2011, 67, 8014-8026.


"Twisting strategy applied to N,N-diorganoquinacridones leads to organic chromophores exhibiting efficient solid-state fluorescence"
Shimizu Masaki; Asai Yuiga; Takeda Youhei; Yamatani Akinori; Hiyama Tamejiro
Tetrahedron Lett. 2011, 52, 4084-4089.


"Synthesis and Photophysical Properties of Dimethoxybis(3,3,3-trifluoropropen-1-yl)benzenes: Compact Chromophores Exhibiting Violet Fluorescence in the Solid State"
Shimizu Masaki; Takeda Youhei; Higashi Masahiro; Hiyama Tamejiro
Chem.-Asian J. 2011, 6, 2536-2544.


"Highly efficient blue fluorescence from 3,2'-silylene-bridged 2-phenylindoles in the solid state"
Shimizu Masaki; Mochida Kenji; Hiyama Tamejiro
J. Phys. Chem. C. 2011, 115, 11265-11274.


"Dehydrogenative [4 + 2] Cycloaddition of Formamides with Alkynes through Double C-H Activation"
Nakao Yoshiaki; Morita Eiji; Idei Hiroaki; Hiyama Tamejiro
J. Am. Chem. Soc. 2011, 133, 3264-3267.


"Nickel-catalyzed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates"
Tang Shi; Takeda Masahide; Nakao Yoshiaki; Hiyama Tamejiro
Chem. Commun. 2011, 47, 307-309.



2010
"Nickel/Lewis acid-catalyzed aryl- and alkenylcyanation of unsaturated bonds"
Yada Akira; Ebata Shiro; Idei Hiroaki; Zhang Di; Nakao Yoshiaki; Hiyama Tamejiro
Bull. Chem. Soc. Jpn. 2010, 83, 1170-1184.

"Hydrofluoroarylation of alkynes with fluoroarenes"
Kanyiva Kyalo Stephen; Kashihara Natsuko; Nakao Yoshiaki; Hiyama Tamejiro; Ohashi Masato; Ogoshi Sensuke
Dalton Trans. 2010, 39, 10483-10494.


"Selective C-4 Alkylation of Pyridine by Nickel/Lewis Acid Catalysis"
Nakao Yoshiaki; Yamada Yuuya; Kashihara Natsuko; Hiyama Tamejiro
J. Am. Chem. Soc. 2010, 132, 13666-13668.


"Asymmetric synthesis of indolines bearing a benzylic quaternary stereocenter through intramolecular arylcyanation of alkenes"
Hsieh Jen-Chieh; Ebata Shiro; Nakao Yoshiaki; Hiyama Tamejiro
Synlett 2010, 11, 1709-1711.

"Nickel/Lewis acid-catalyzed carbocyanation of alkynes using acetonitrile and substituted acetonitriles"
Yada Akira; Yukawa Tomoya; Idei Hiroaki; Nakao Yoshiaki; Hiyama Tamejiro
Bull. Chem. Soc. Jpn. 2010, 83, 619-634.

"Organic Fluorophores Exhibiting Highly Efficient Photoluminescence in the Solid State"
Shimizu Masaki; Hiyama Tamejiro
Chem.-Asian J. 2010, 5, 1516-1531.

"Nickel/Lewis Acid-Catalyzed Cyanoesterification and Cyanocarbamoylation of Alkynes"
Hirata Yasuhiro; Yada Akira; Morita Eiji; Nakao Yoshiaki; Hiyama Tamejiro; Ohashi Masato; Ogoshi Sensuke
J. Am. Chem. Soc. 2010, 132, 10070-10077.


"Heteroatom-Directed Alkylcyanation of Alkynes"
Nakao Yoshiaki; Yada Akira; Hiyama Tamejiro
J. Am. Chem. Soc. 2010, 132, 10024-10026.


"Nickel-catalyzed hydroheteroarylation of vinylarenes"
Nakao Yoshiaki; Kashihara Natsuko; Kanyiva Kyalo Stephen; Hiyama Tamejiro
Angew. Chem. Int. Ed. 2010, 49, 4451-4454.


"Cross-Coupling Reactions through the Intramolecular Activation of Alkyl(triorgano)silanes"
Nakao Yoshiaki; Takeda Masahide; Matsumoto Takuya; Hiyama Tamejiro
Angew. Chem. Int. Ed. 2010, 49, 4447-4450.


"Synthesis of biaryls and oligoarenes using aryl[2-(hydroxymethyl)phenyl]dimethylsilanes"
Chen Jinshui; Tanaka Masaaki; Sahoo Akhila K.; Takeda Masahide; Yada Akira; Nakao Yoshiaki; Hiyama Tamejiro
Bull. Chem. Soc. Jpn. 2010, 83, 554-569.

"Synthesis and Photophysical Properties of 2-Donor-7-acceptor-9-silafluorenes: Remarkable Fluorescence Solvatochromism and Highly Efficient Fluorescence in Doped Polymer Films"
Shimizu Masaki; Mochida Kenji; Katoh Masaki; Hiyama Tamejiro
J. Phys. Chem. C 2010, 114, 10004-10014.


"Synthesis and photophysical properties of 2,3,5,6,7,8-hexasilabicyclo[2.2.2]octan-1-yl-substituted arenes "
Shimizu Masaki; Kawaguchi Tomoaki; Nakagawa Hisashi; Oda Katsunari; Hiyama Tamejiro
Heterocycles 2010, 80, 1275-1290.

"Pd-Catalyzed Regioselective Iminothiolation of Alkynes: A Remarkable Effect of the CF3 Group of Iminosulfides"
Minami Yasunori; Kuniyasu Hitoshi; Sanagawa Atsushi; Kambe Nobuaki
Org. Lett. 2010, 12, 3744-3747.