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千葉工業大学工学部応用化学科原口研究室Organic Synthesis Chemistry Laboratory新触媒,新物質創製のための有機合成化学研究(24) Synthesis and Application of Amino-1H-1,2,3-triazolium SaltDaiya Kase, Tsuyoshi Takada, Nanami Tsuji, Takuya Mitsuhashi, Ryosuke Haraguchi* Asian J. Org. Chem. 2023, Accepted Articles(23) Fluoride-Mediated Nucleophilic Aromatic Amination of Chloro-1H-1,2,3-triazolium SaltsDaiya Kase, Ryosuke Haraguchi* Org. Lett. 2022, 24, 90−94(22) Halogen-Bonding-Donor Catalyzed Cyanosilylation of AldehydesKyohei Ueyama, Shunsuke Hayakawa, Kazuhiro Nishio, Daiki Sawaguchi, Kenta Niitsuma, Shota Michii, Ryoto Tsuruoka, Miyuki Ozawa, Koki Torita, Yoshitsugu Morita, Teruyuki Komatsu, Ryosuke Haraguchi,* Shin-ichi Fukuzawa*Asian J. Org. Chem. 2021, 10, 1742−1747(21) Improved Synthesis of 1,2,3‐Triazolium Salts via Oxidative [3+2] Cycloaddition of Triazenes with Alkynes and Their Deprotonative FunctionalizationDaiki Sawaguchi, Shunsuke Hayakawa, Masaaki Sakuma, Kenta Niitsuma, Daiya Kase, Shota Michii, Miyuki Ozawa, Yusuke Sakai, Kentaro Sakamaki, Kyohei Ueyama,Ryosuke Haraguchi*Asian J. Org. Chem. 2021, 10, 901−905 (20) Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated esterRyosuke Haraguchi,* Tatsuro Yamazaki, Koki Torita, Tatsuki Ito, Shin-ichi Fukuzawa*Dalton Trans. 2020, 49, 17578−17583(19) Lewis acid–base synergistic catalysis of cationic halogen-bonding-donors with nucleophilic counter anionsKoki Torita, Ryosuke Haraguchi,* Yoshitsugu Morita, Satoshi Kemmochi, Teruyuki Komatsu, Shin-ichi Fukuzawa*Chem. Commun. 2020, 56, 9715−9718(18) Silver-Catalyzed Diastereo- and Enantioselective Michael Addition and 1,3-Dipolar Cycloaddition Reactions of Imino Esters to 3‑Methyl-4-nitro-5-styrylisoxazolesShuma Kato, Yuko Suzuki, Kota Suzuki, Ryosuke Haraguchi, Shin-ichi Fukuzawa*J. Org. Chem. 2018, 83, 13965−13972(17) Bulky iodotriazolium tetrafluoroborates as highly active halogen-bonding-donor catalystsRyosuke Haraguchi,* Shun Hoshino, Munenori Sakai, Sho-go Tanazawa, Yoshitsugu Morita, Teruyuki Komatsu, Shin-ichi Fukuzawa*Chem. Commun. 2018, 54, 10320−10323(16) Transition-Metal-Free Formylation of Allylzinc Reagents Leading to a–Quaternary AldehydesRyosuke Haraguchi,* Akinori Kusakabe, Nakaba Mizutani, Shin-ichi Fukuzawa*Org. Lett. 2018, 20, 1613−1616(15) Palladium-Catalyzed Formylation of Alkenylzinc Reagents with S-(4-Nitrophenyl) ThioformateRyosuke Haraguchi,* Sho-go Tanazawa, Naoya Tokunaga, Shin-ichi Fukuzawa*Eur. J. Org. Chem. 2018, 1761−1764(14) Chiral Triazolylidene-Pd-PEPPSI: Synthesis, Characterization, and Application in Asymmetric Suzuki-Miyaura Cross-CouplingRyosuke Haraguchi,* Shun Hoshino, Tatsuro Yamazaki, Shin-ichi Fukuzawa*Chem. Commun. 2018, 54, 2110−2113(13) Synthesis of Ferrocene-Fused Pyrans through Alkynoxy- Directed C–H Activation/CyclizationTakashi Mitsui, Yuichiro Tokoro, Ryosuke Haraguchi, Kengo Sugita, Masato Harada, Shin-ichi Fukuzawa,* Yasunori Minami, Tamejiro Hiyama*Bull. Chem. Soc. Jpn. 2018, 91, 839−845(12) Metal Complex-Controlled Regio-, Diastero- and Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides with Benzo[b]thiophene SulfonesMasato Harada, Shuma Kato, Ryosuke Haraguchi, Shin-ichi Fukuzawa*Chem. -Eur. J. 2018, 24, 2580−2583(11) Nanocomposite Gels by Initiator-Free Photopolymerization: Role of Plasma-Treated Clay in the Synthesis and Network FormationKazutoshi Haraguchi,* Tetsuo Takada, Ryosuke HaraguchiACS Appl. Nano Mater. 2018, 1, 418−425(10) Chiral Silver Complex-Catalyzed Diastereoselective and Enantioselective Michael Addition of 1-Pyrroline-5-carboxylates to a-EnonesAkihiro Koizumi, Masato Harada, Ryosuke Haraguchi, Shin-ichi Fukuzawa*J. Org. Chem. 2017, 82, 8927−8932(9) Palladium-Catalyzed Formylation of Arylzinc Reagents with S-Phenyl ThioformateRyosuke Haraguchi,* Sho-go Tanazawa, Naoya Tokunaga, and Shin-ichi Fukuzawa*Org. Lett. 2017, 19, 1646−1649(8) Silver-catalyzed diastereo- and enantioselective Michael additions of 2-oxazoline- and 2-thiazoline-4-carboxylate to nitroalkenesAkihiro Koizumi, Yukiko Matsuda, Ryosuke Haraguchi, Shin-ichi Fukuzawa*Tetrahedron Asymmetry; 2017, 28, 428−432(7) Ligand-Controlled Stereodivergent, Enantioselective Conjugate Addition of 2-Oxazoline- and 2-Thiazoline-4-carboxylate to Nitroalkene Catalyzed by Chiral Copper ComplexesYukiko Matsuda, Akihiro Koizumi, Ryosuke Haraguchi, Shin-ichi Fukuzawa*J. Org. Chem. 2016, 81, 7939−7944(6) Chemo- and Regioselective Preparation of Zinc Enolate from Thiol Esters by Palladium Catalyzed Cross-Coupling ReactionRyosuke Haraguchi, Zenichi Ikeda, Akihiro Ooguri, Seijiro Matsubara*Tetrahedron 2015, 71, 8830−8837(5) Preparation of an Arenylmethylzinc Reagent with Functional Groups by Chemoselective Cross-Coupling Reaction of Bis(iodozincio)methane with IodoarenesYukako Shimada, Ryosuke Haraguchi, Seijiro Matsubara*Synlett 2015, 26, 2395−2398(4) Preparation of Cycloheptane Ring by Nucleophilic Cyclopropanation of 1,2-Diketones with Bis(iodozincio)methaneRyosuke Haraguchi, Yoshiaki Takada, Seijiro Matsubara*Org. Biomol. Chem. 2015, 13, 241−247(3) Preparation of the Zinc Enolate Equivalent of Amides by Zinciomethylation of Isocyanates: Catalytic Asymmetric Reformatsky-Type ReactionRyosuke Haraguchi, Seijiro Matsubara*Synthesis 2014, 46, 2272−2282(2) Catalytic Asymmetric Aldol-Type Reaction of Zinc Enolate Equivalent of AmidesRyosuke Haraguchi, Seijiro Matsubara*Org. Lett. 2013, 15, 3378−3380(1) Rapid Preparation of Cycloheptane Ring from 1,2-Diketone and Bis(iodozincio)methane via Oxy-Cope Rearrangement Using Microflow SystemRyosuke Haraguchi, Yoshiaki Takada, Seijiro Matsubara*Chem. Lett. 2012, 41, 628−629