T. Hata, K. Nishi, K. Yamaguchi, Y. Tatsumi, N. Tanaka, M. Shigeta, and H. Urabe, “Copper-Catalyzed Reductive Coupling of Nitroalkanes with Aliphatic Grignard/Cerium and Organozinc Reagents for Synthesis of Functionalized Nitrones.” Adv. Synth. Catal., 367, e202401259 (2025).
D. Sekita, H. Fujita, Y. Mizuno, T. Horii, T. Hata, and T. Fujie, “Facile Coating of Low-molecular-weight Stretchable Adhesive Films Leveraging Carbodiimide-to-urea Conversion and Gallic Acid for Enhanced Adhesion.” Mater. Adv., 6, 1513-1519 (2025).
T. Hata, K. Nishi, D. Goto, Y. Tatsumi, M. Shigeta, and H. Urabe, “Iron-Catalyzed Reductive Coupling of Nitro Compounds with Grignard and Organozinc Reagents for Synthesis of Functionalized Secondary Amines.” Adv. Synth. Catal., 367, e202401034 (2025).
S. Kobayashi, K. Abe, and T. Hata, “Iron-N,N,N’,N’-Tetramethylethylenediamine-Catalyzed Selective Substitution of Functionalized Diene and Triene Monoepoxides with Aliphatic Grignard Reagents.” Adv. Synth. Catal., 366, 5183-5189 (2024).
T. Hata, Y. Tatsumi, Y. Kanai, N. Takahashi, M. Shigeta, and H. Urabe, “Preparation of Hetero-π-conjugated Compounds by Double Nucleophilic Addition to Haloalkynes and C-H Cyclization.” Adv. Synth. Catal., 366, 2136-2140 (2024).
A. Ishii, T. Hata, Y. Shigeta, and H. Urabe, “Nucleophilic Addition of Amides to Haloalkynes: Synthesis of (Z)-β-Halovinylamides as Dual Precursors of Allyl Halides and Alkylidene Carbenes.” Org. Lett., 26, 2999-3003 (2024).
T. Abe, K. Kobayashi, S. Kikukawa, Y. Kanai, and T. Hata, “Rhodium-Catalyzed Intramolecular Cyclization and Rearrangement of 1-Azido-2-(2,2-Dihalovinyl)arenes and 1-Azido-2-[(2,2-Dihalovinyl)(Boc)amino]arenes for the Preparation of 2,3-Dihaloindoles and 2-Haloquinoxalines.” Adv. Synth. Catal., 365, 4562-4566 (2023).
K. Kobayashi, N. Kasakura, S. Kikukawa, S. Matsumoto, S. Karasawa, and T. Hata, “Facile Preparation of Polycyclic Halogen-substituted 1,2,3-Triazoles by Using Intramolecular Huisgen Cycloaddition.” Org. Biomol. Chem., 21, 9610-9615 (2023).
K. Miyanaka, T. Harada, M. Shigeta, T. Hata, and H. Urabe, “Iron-catalyzed Regio- and Stereoselective Substitution of 2,4-Alkadienyl Carboxylates with Aryl Grignard Reagents.” Tetrahedron Lett., 133, 154824 (2023).
T. Hata, Y. Hayashi, Y. Hasegawa, M. Iwai, A. Ishii, M. Hasegawa, M. Shigeta, and H. Urabe, “Preparation of Tetrazole-fused π-Conjugated Molecules and Their Fluorescence Behavior,” Chem. Lett., 48, 662-665 (2019).
G. Sugano, K. Kawada, M. Shigeta, T. Hata, and H. Urabe, “Iron-catalyzed δ-Selective Conjugate Addition of Methyl and Cyclopropyl Grignard Reagents to α,β,γ,δ-Unsaturated Carbonyl Compounds,” Tetrahedron Lett., 60, 885-890 (2019).
A. Furukawa, T. Hata, M. Shigeta, and H. Urabe, “Rh-catalyzed Intramolecular Cyclization of N-Sulfonyltriazole and Sulfinate. Concise Preparation of Sulfonylated Unsaturated Piperidines,” Tetrahedron Lett., 60, 815-819 (2019).
M. Senoo, A. Furukawa, T. Hata, and H. Urabe, “Rh-catalyzed Intramolecular C-H Bond Activation with Triazoles. Preparation of Stereo-defined Pyrrolidines and Other Related Cyclic Compounds,” Chem. Eur. J., 22, 890-895 (2016).
M. Yamagishi, A. Ishii, T. Hata, and H. Urabe, “Facile Preparation of 1,2-Dihydroisoquinolines from N-Benzylsulfonamides and Bromoacetylenes,” Heterocycles, 90, 847-856 (2015). (Current Special Issue: Isao Kuwajima’s Special Issues)
T. Mizumori, T. Hata, and H. Urabe, “Alkylation of Pyridines at Their 4-Position with Stylenes plus an Yttrium Reagent or Benzyl Grignard Reagents,” Chem. Eur. J., 21, 422-426 (2015).
H. Murase, K. Senda, M. Senoo, T. Hata, and H. Urabe, “Rhodium-catalyzed Intramolecular Hydroarylation of 1-Halo-1-alkynes. Regioselective Synthesis of Semihydrogenated Aromatic Heterocycles,” Chem. Eur. J., 20, 317-322 (2014).
T. Hata, H. Gotoh, T. Yokomizo, and H. Urabe, “Iron-catalyzed 1,6-Selective Addition of Aryl Grignard Reagent to tert-Butyl (Z)-5-Phenyl-3-hexenoate,” Org. Synth., 91, 307-321 (2014).
T. Hata, T. Nakada, O. Y. Taek, N. Hirone, and H. Urabe, “Iron-Catalyzed Regio- and Stereoselective Conjugate Addition of Aryl Grignard Reagents to α,β,γ,δ-Unsaturated Sulfones and Its Synthetic Application,” Adv. Synth. Catal., 355, 1736-1740 (2013).
S. Iwata, M. Senoo, T. Hata, and H. Urabe, “Preparation of S-Aryl Arenethiosulfonates from N,N-Di(arenesulfonyl)hydrazines. Reduction of Sulfonyl Chlorides with an Organic Reagent,” Heteroat. Chem., 24, 336-344 (2013).
M. Yamagishi, K. Nishigai, A. Ishii, T. Hata, and H. Urabe, “Facile Preparation of Indoles and 1,2-Benzothiazine 1,1-Dioxides via Nucleophilic Addition of Sulfonamides to Bromoacetylenes Followed by Pd-Catalyzed Cyclization,” Angew. Chem. Int. Ed., 51, 6471-6474 (2012).
T. Hata, H. Imade, and H. Urabe, “Four Nucleophilic Additions to Alkenynedioic Acid Derivatives in Tandem; Efficient One-pot Synthesis of Bicyclo[4.2.0]octenols,” Org. Lett., 14, 2450-2453 (2012).
M. Yamagishi, K. Nishigai, A. Ishii, T. Hata, and H. Urabe, “Nucleophilic Addition of Sulfonamides to Bromoacetylenes: Facile Preparation of Pyrroles,” Org. Lett., 14, 34-37 (2012).
T. Hata, S. Iwata, S. Seto, and H. Urabe, “Iron-Catalyzed Synthesis of Allenes from 2-Alken-4-ynoates and Grignard Reagents” Adv. Synth. Catal. 354, 1885-1889 (2012).
T. Hata, S. Sujaku, N. Hirone, K. Nakano, J. Imoto, H. Imade, and H. Urabe, “Iron-Mediated and -Catalyzed Metallative Cyclization of Electron Withdrawing Group-substituted Alkynes and Alkenes with Grignard Reagents,” Chem.-Eur. J., 17, 14593-14602 (2011).
Y. T. Oh, K. Senda, T. Hata, and H. Urabe, “Rh-catalyzed Intramolecular Debenzylative Cyclization of Amines. Butyrolactams from Benzylamines Having a Chloroacetylene Moiety,” Tetrahedron Lett., 52, 2458-2461 (2011).
N. Hirone, H. Sanjiki, R. Tanaka, T. Hata, and H. Urabe, “Acceleration of the Substitution of Silanes with Grignard Reagents by Using either LiCl or YCl3/MeLi,” Angew. Chem. Int. Ed., 49, 7762-7764 (2010).
Y. Kato, D. H. Yen, T. Hata, and H. Urabe, “Aryl(sulfonyl)amino Group: A Convenient and Stable yet Activated Modification of Amino Group for Its Intramolecular Displacement,” Org. Lett., 12, 4137-4139 (2010).
H. Naito, T. Hata, and H. Urabe, “Selective Deprotection of Methanesulfonamides to Amines,” Org. Lett., 12, 1228-1231 (2010).
T. Hata, R. Bannai, M. Otsuki, and H. Urabe, “Iron-Catalyzed Regio- and Stereoselective Substitution of γ,δ-Epoxy-α,β-unsaturated Esters and Amides with Grignard Reagents,” Org. Lett., 12, 1012-1014 (2010).
D. Shikanai, H. Murase, T. Hata, and H. Urabe, “Rh-catalyzed Isomerization and Intramolecular Redox Reaction of Alkynyl Ethers Affording Dihydropyrans and Ketoolefins,” J. Am. Chem. Soc., 131, 3166-3167 (2009).
S. Okada,† K. Arayama,† R. Murayama, T. Ishizuka, K. Hara, N. Hirone, T. Hata, and H. Urabe, “Iron-Catalyst-Switched Selective Conjugate Addition of Grignard Reagents. α,β,γ,δ-Unsaturated Amides as Versatile Templates for Asymmetric Three-Component Coupling Process,” Angew. Chem. Int. Ed., 47, 6860-6864 (2008). † Equal contribution
R. Tanaka, H. Sanjiki, and H. Urabe, “Yttrium-Mediated Conversion of Vinyl Grignard Reagent to a 1,2-Dimetalated Ethane and Its Synthetic Application,” J. Am. Chem. Soc., 130, 2904-2905 (2008).
Y. Fukudome, H. Naito, T. Hata, and H. Urabe, “Copper-Catalyzed 1,2-Double Amination of 1-Halo-1-alkynes. Concise Synthesis of Protected Tetrahydropyrazines and Related Heterocyclic Compounds,” J. Am. Chem. Soc., 130, 1820-1821 (2008).
H. Naito, T. Hata, and H. Urabe, “Facile Preparation of N-Protected 2-Alkylidene-1,3-imidazolidines,” Tetrahedron Lett., 49, 2298-3201 (2008).
H. Urabe, D. Shikanai, K. Arayama, T. Sato, and R. Tanaka, ” Electrophile-triggered Assembly of Metal Enamides and Allyl Grignard Reagent in One Pot. Novel Nucleophilic Double Allylation of Azadienes,” Chem. Lett., 36, 556-557 (2007).
S. Hirano, Y. Fukudome, R. Tanaka, F. Sato, and H. Urabe, “Practical Preparation of N-(1-Alkynyl)sulfonamides and Their Synthetic Utility in Titanium Alkoxide-Mediated Coupling Reactions,” Tetrahedron (Symposium-in-Print), 62, 3896-3916 (2006).
Y. Nobe, K. Arayama, and H. Urabe, “Air-Assisted Addition of Grignard Reagents to Olefins. A Simple Protocol for Three-Component Coupling Process Yielding Alcohols,” J. Am. Chem. Soc., 127, 18006-18007 (2005).
R. Tanaka, A. Yuza, Y. Watai, D. Suzuki, Y. Takayama, F. Sato, and H. Urabe, “One-Pot Synthesis of Metalated Pyridines from Two Acetylenes, a Nitrile, and a Titanium(II) Alkoxide,” J. Am. Chem. Soc., 127, 7774-7780 (2005).
D. Suzuki, Y. Nobe, Y. Watai, R. Tanaka, Y. Takayama, F. Sato, and H. Urabe, “Facile Preparation of Various Heteroaromatic Compounds via Azatitanacyclopentadiene Intermediates,” J. Am. Chem. Soc., 127, 7474-7479 (2005).
K. Fukuhara and H. Urabe, “Iron-Catalyzed 1,6-Addition of Aryl Grignard Reagents to 2,4-Dienoates and -Dienamides,” Tetrahedron Lett., 46, 603-606 (2005).
R. Tanaka, M. Sasaki, F. Sato, and H. Urabe, “A Novel Propargyltitanation of Acetylenes. Heteroatom Substituent-Dependent Manifold in Intermolecular Coupling of Allene and Acetylene,” Tetrahedron Lett., 46, 329-332 (2005).
S. Hirano, R. Tanaka, H. Urabe, and F. Sato, “Practical Preparation of N-(1-Alkynyl)sulfonamides and Their Remote Diastereoselective Addition to Aldehydes via Titanation,” Org. Lett., 6, 727-729 (2004).
K. Mitsui, T. Sato, H. Urabe, and F. Sato, “Stereoselective Construction of Acyclic Carbon Chains via One-pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes,” Angew. Chem. Int. Ed., 43, 490-492 (2004).
H. Urabe, K. Mitsui, S. Ohta, and F. Sato, “Titanium Alkoxide Complex of Functionalized Conjugated Dienes. A Versatile Bis-anionic Template for Stereoselective Construction of Carbon Frameworks,” J. Am. Chem. Soc., 125, 6074-6075 (2003).
H. Urabe, D. Suzuki, M. Sasaki, and F. Sato, “Enol Ester as an Olefinic Partner in Enyne Cyclization. A Novel Tandem Cyclization to Stereo-defined Bicyclo[3.3.0]octenes,” J. Am. Chem. Soc., 125, 4036-4037 (2003).
H. Urabe, D. Suzuki, and F. Sato, “Generation of an Acetylene-titanium Alkoxide Complex. Preparation of (Z)-1,2-Dideuterio-1-(trimethylsilyl)-1-hexene,” Org. Synth., 80, 120-128 (2003).
R. Tanaka, S. Hirano, H. Urabe, and F. Sato, “Concise and Stereoselective Synthesis of Enamides and Dienamides by Titanium-Mediated Coupling Method,” Org. Lett., 5, 67-70 (2003).
R. Tanaka, Y. Nakano, D. Suzuki, H. Urabe, and F. Sato, “Selective Preparation of Benzyltitanium Compounds by the Metalative Reppe Reaction. Its Application to the First Synthesis of Alcyopterosin A,” J. Am. Chem. Soc., 124, 9682-9683 (2002).
M. Narita, H. Urabe, and F. Sato, “Sulfur-Functionalized Olefins for Titanacycle Formation: Tandem Asymmetric Cyclization and the Pummerer Reaction Based on Sulfoxides Promoted by Titanium(II)-to-Titanium(IV) Relay,” Angew. Chem. Int. Ed., 41, 3671-3674 (2002).
D. Suzuki, R. Tanaka, H. Urabe, and F. Sato, “Selective Syntheses of Metalated Pyridines from Two Different Unsymmetrical Acetylenes, a Nitrile, and a Titanium(II) Alkoxide,” J. Am. Chem. Soc., 124, 3518-3519 (2002).
C. Delas, H. Urabe, and F. Sato, “Stereoselective One-pot Preparation of 1,2,4,5-Tetraalkylidene- and 1,4-Dialkylidenecyclohexanes,” Chem. Commun., 820-821 (2002).
C. Delas, H. Urabe, and F. Sato, “Site-selective Mono-titanation of Conjugated Diynes with a Ti(II) Alkoxide Reagent. Concise Preparation of Stereo-Defined Enynes and Dienynes,” Chem. Commun., 272-273 (2002).
H. Urabe, K. Kusaka, D. Suzuki, and F. Sato, “Chiral 1,3-Butadiene-2-carboxylates for an Efficient Asymmetric Diels-Alder Reaction,” Tetrahedron Lett., 43, 285-289 (2002).
R. Nakajima, H. Urabe, and F. Sato, “Intramolecular Coupling of Vinyl Ether and Olefins or Acetylenes with Ti(II) Reagent. Regio- and Stereoselective Vinyltitanation of Carbon-Carbon Multiple Bonds,” Chem. Lett., 4-5 (2002).
C. Delas, H. Urabe, and F. Sato, “Remarkably Facile, Unidirectional Isomerization of Titanated Vinylallenes to Cyclobutenyltitanium Compounds. A Practical Construction of a Cyclobutene Framework,” J. Am. Chem. Soc., 123, 7937-7938 (2001).
D. Suzuki, H. Urabe, and F. Sato, “Metalative Reppe Reaction. Organized Assembly of Acetylene Molecules on Titanium Template Leading to a New Style of Acetylene Cyclotrimerization,” J. Am. Chem. Soc., 123, 7925-7926 (2001).
C. Delas, H. Urabe, and F. Sato, “Titanium-Mediated Intramolecular Cyclization of Tethered Propargyl Alcohol Derivatives. Access to Exocyclic Bis-Allenes and Cyclobutene Derivatives,” Tetrahedron Lett., 42, 4147-4150 (2001).
H. Urabe, R. Nakajima, and F. Sato, “A Facile Preparation of exo-Cyclic Conjugated Dienes Fused to Lactams or Lactones via Intramolecular Coupling of Acetylenes and Their Behavior in Diels-Alder Reactions,” Org. Lett., 2, 3481-3484 (2000).
R. Mizojiri, H. Urabe, and F. Sato, “Generation of a Silylethylene-Titanium Alkoxide Complex. A Versatile Reagent for Silylethylation and Silylethylidenation of Unsaturated Compounds,” J. Org. Chem., 65, 6217-6222 (2000).
D. Suzuki, H. Urabe, and F. Sato, “Asymmetric Synthesis of Baylis-Hillman-Type Allyl Alcohols via a Chiral Acetylenic Ester-Titanium Alkoxide Complex,” Angew. Chem. Int. Ed., 39, 3290-3292 (2000).
T. Hamada, R. Mizojiri, H. Urabe, and F. Sato, “Expedient Construction of Multiple Stereogenic Centers in an Acyclic System via the Addition of Aldehydes, Ketones, and Chiral Imines to an Enyne-Titanium Alkoxide Complex,” J. Am. Chem. Soc., 122, 7138-7139 (2000).
H. Urabe, D. Hideura, and F. Sato, “Asymmetric Synthesis of Bicyclic Ketones Having an Angular Substituent via Ti(II) Alkoxide-Mediated Tandem Cyclization of Tri-substituted Olefinic Substrates,” Org. Lett., 2, 381-383 (2000).
総説等(2000年以降)
T. Hata, “Synthetic Methods Using Interaction Between Sustainable Iron Reagent and Functionalized Carbon-Carbon Multiple Bonds,” in Molecular Technology, (Volume 4: Synthesis Innovation) Yamamoto, H, Kato, T, Eds., Wiley-VCH, pp. 51-76 (2019).
H. Urabe and F. Sato, “Titanocene (Cp2Ti(II)” in Encyclopedia of Reagents for Organic Synthesis, 2nd ed.; L. A. Paquette, D. Crich, P. L. Fuchs, G. A. Molander, Eds., Wiley: Chichester, Vol. 12, pp. 9590-9595 (2009).
H. Urabe and F. Sato, “Titanocene (Cp2Ti(II)” in Electronic Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley: Chichester (2003).
H. Urabe, “New Synthetic Reactions Mediated by Organometallic Compounds” in My Favorite Organic Synthesis, 有機合成化学協会・竜田邦明・福山透編、化学同人、pp. 244-245 (2002).
F. Sato and H. Urabe, “Chapter 9. Titanium(II) Alkoxide in Organic Synthesis” in Titanium and Zirconium in Organic Synthesis, I. Marek, Ed., Wiley-VCH: Weinheim, pp. 319-354 (2002).
F. Sato, H. Urabe, and S. Okamoto, “Synthesis of Organotitanium Complexes from Alkenes and Alkynes, and Their Synthetic Application,” Chem. Rev., 100, 2835-2886 (2000).
F. Sato, H. Urabe, and S. Okamoto, “Synthetic Reactions Mediated by a Ti(O-i-Pr)4 / 2 i-PrMgX Reagent,” Synlett, 753-775 (2000).
F. Sato and H. Urabe, “Chapter 3. Hydromagnesiation of Alkenes and Alkynes” in Grignard Reagents – New Developments, H. G. Richey, Jr., Ed., Wiley: Chichester, pp. 65-105 (2000).
H. Urabe and F. Sato, “Chapter 15. Titanium(IV) Lewis Acids” in Lewis Acids in Organic Synthesis, H. Yamamoto, Ed., Wiley-VCH: Weinheim, Vol. 2, pp. 653-798 (2000).