研究業績 (Publication)
2020
1.Visible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic
Acids Using Organic Photoredox Catalysts
S. Kubosaki, H Takeuchi, Y Iwata, Y Tanaka, K. Osaka, M. Yamawaki, T Morita,
Y. Yoshimi*, J. Org. Chem.2020, 85, 5362-5369.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.0c00055
2019
1.Synthesis of 23-, 25-, 27-, and 29-Membered (Z)-Selective Unsaturated and Saturated Macrocyclic Lactones from 16- and
17-Membered Macrocyclic Lactones and Bromoalcohols by Wittig Reaction,
Yamaguchi Macrolactonization, and Photoinduced Decarboxylative Radical
Macrolactonization
T. Iwasaki, Y. Tajimi, K. Kameda, C. Kingwell, W. Wcislo, K. Osaka, M.
Yamawaki,
T. Morita, Y. Yoshimi*,J. Org. Chem., 2019, 84, 8019-8026.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b00870
2.Sequential Intermolecular Radical Addition and Reductive Radical Cyclization
of Tyrosine and Phenylalanine Derivatives with Alkenes via Photoinduced
Decarboxylation: Access to Ring-Constrained γ-Amino Acids
K. Osaka, A. Usami, T. Iwasaki, M. Yamawaki, T. Morita, Y.Yoshimi*, J. Org. Chem., 2019, 84, 9480-9488.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b00970
Chem stationで論文が掲載されました。
URL: https://www.chem-station.com/blog/2019/07/radical.html
SYNFACTS Highlights in Current Synthetic Organic Chemistry に掲載されました
3. Retention of chirality of 5-membered alicyclic α-amino acids bearing
N-(2-phenyl)benzoyl group in photoinduced decarboxylative intermolecular
radical addition to acrylonitrile
Y. Ozaki, T. Yamada, T. Mizuno, K. Osaka, M. Yamawaki, H. Maeda, T. Morita,
Y. Yoshimi*, Tetrahedron, 2019, 75, 130493.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b00970
4. Photoinduced Electron Transfer-Promoted Reactions Using Exciplex-Type
Organic Photoredox Catalyst Directly Linking Donor and Acceptor Arenes
M. Yamawaki, A. Asano, T.Furutani, Y. Izumi, Y. Tanaka, K. Osaka, T. Morita,
Y. Yoshimi*, Molecules, 2019, 24, 4453.
2018
1.A strategy for generating aryl radicals from arylborates through organic
photoredox catalysis: photo-Meerwein type arylation of electrondeficient
alkenes
Y. Iwata, Y. Tanaka, S. Kubosaki, T. Morita,Y. Yoshimi*, Chem. Commun., 2018,
54, 1257.
URL: https://pubs.rsc.org/en/content/articlepdf/2018/cc/c7cc09140k
SYNFACTS Highlights in Current Synthetic Organic Chemistry に掲載されました。
2.Strategy for O-Alkylation of Serine and Threonine from Serinyl and Threonyl Acetic Acid
by Photoinduced Decarboxylatice Radical Reactions: Connection between Serine/Threonine
and Carbohydrates/Amino Acids at the Side Chain
T. Yamamoto, T. Iwasaki, T. Morita,Y. Yoshimi*, J. Org. Chem., 2018, 83, 3702.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b00061
3.Two Types of Cross-Coupling Reactions between Electron-Rich and Electron-Deficient
Alkenes Assisted by Nucleophilic Addition Using an Organic Photoredox Catalyst
Y. Tanaka, S. Kubosaki, K. Osaka, M. Yamawaki, T. Morita, Y. Yoshimi*, J. Org. Chem.2018, 83, 13625.
URL: https://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b02025
同誌のFeatured Articleに選定されました。
2017
1.Metal-Free Photoinduced Decarboxylative Radical Polymerization Using
Carboxylic Acids as Benign Radical Initiators: Introduction of Complex
Molecules into Polymer Chain Ends
M. Yamawaki, A. Ukai, Y. Kamiya, S. Sugihara*, M. Sakai, Y. Yoshmi*, ACS Macro Lett., 2017, 6, 381-385.
2.Photoinduced electron transfer-promoted decarboxylative radical reactions
of aliphatic carboxylic acids by organic photoredox system
Y. Yoshimi*, J. Phochem. Photobiol. A., 2017, 342, 116-130.
3.Reductive ipso-radical cyclzation onto aromatic rings of five-membered alicyclic amino
acids bearingN-(2-phenil)benzoylgroups by photoinduced electron transfer promoted decarboxylation
T. Yamada, Y. Ozaki, M. Yamanwak, Y. Sugiura, K. Nishino, T. Morita, Y. Yoshimi*, Tetrahedron Lett., 2017, 58, 835-838.
4.Phthalimidine Synthesis via the Direct Condensation between Phthalide and Primary Amide in the Presence
of Catalytic Amount of InCl3
I. Takahashi*, T. Matsunaga, Y. Izumi, Y. Sunada, N. Kawakami, Y. Horino, S. Inagak,
K. Saitoh, M. Hatanaka, S. Hosoi, Letters in Organic Chemistry, 2017, 14, 153-158.
2016
1.Sunlight-Induced Decarboxylative Radical Addition of Carboxylic Acids
to Electron-Deficient Alkenes Using a Millitube Reactor
Y. Yoshimi*, A. Nishio, M. Hayashi, T. Morita, J. Phochem. Photobio. A, 2016, 331, 17-21.
2.N-Acryloyl Amino Acid Esters and Peptides as Radical Acceptors in Photoinduced
Decarboxylative Radical Reaction
K. Osaka, M. Sugie, M. Yamawaki, T. Morita, Y. Yoshimi*, J. Phochem. Photobio. A, 2016, 317, 50-55.
3.Application of the Mild-Condition Phthalimidine Synthesis with use of
1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries.
Effective Synthesis of Phthalimidines Possessing a variety of Substituents
at 2-Position
I.Takahashi*, T. Kawakami, E. Hirano, M. Kimino, S. Kamimura, T. Miwa, T. Tamura, R.
Tazaki, H. Kitajima, M. Hatanaka, K. Isa, S. Hosoi,
4.Mechanistic Aspects of the Mild-Condition Phthalimidine Synthesis with
use of 1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries
I.Takahashi*, T. Kawakami, H. Kitajima, K. Isa, S. Hosoi, Heterocycles in press 2016年04月
5.Synthesis of Substituted 3(2H)-Furanones Using Alkylative Intramolecular Cyclization of Sulfonium Salts
S. Inagaki*, M. Ukaku, A. Chiba, F. Takahashi, Y. Yoshimi, T. Morita, T. Kawano, J. Org. Chem., 2016, 81, 8363-8369.
2015
1.Direct modification of tripeptides using photoinduced decarboxylative
radical reactions
K. Maeda, H. Saito, K. Osaka, K. Nishikawa, M. Sugie, T. Morita, Y. Yoshimi*, I. Takahashi, Tetrahedron, 2015, 71, 1117-1123.
2 A strategy for generating alkyl radicals from aliphatic esters and lactones
via sequential hydrolysis and photoinduced decarboxylation
H. Saito , T. Kanetake, K. Osaka, K. Maeda,T. Morita, Y. Yoshimi*, Tetrehedron Lett., 2015, 56, 1645-1648.
2014
1. New Charge-Bearing Amino Acid Residues That Promote β-Sheet Secondary
Structure
S. J. Maynard, A. M. Almeida, Y Yoshimi, S. M. Gellman*, J. Am. Chem. Soc., 2014, 136,
16683-16688.
2. An approach to the synthesis of naphtho[b]furans from allyl bromonaphthyl
ethers employing sequential photoinduced radical cyclization and dehydrohalogenation
reactions
Y.Yoshimi*, Y. Suzuki, Y. Okita, T. Morita, Tetrahedron Lett., 2014, 55, 3355-3357.
2013
1. Electron transfer promoted photochemical reductive radical cyclization
reactions of ally 2-bromoaryl ethers
Y. Yoshimi*, H. Kanai, K. Nishikawa, Y. Ohta, Y. Okita, K. Maeda, T. Morita, TetrahedronLett., 2013, 54, 2419-2422.
2. Photoinduced electron transfer promoted radical ring expansion and cyclization
reactions of α-(ω-carboxyalkyl) β-keto esters
K. Nishikawa, T. Ando, K. Maeda, T. Morita, Y. Yoshimi*, Org. Lett., 2013, 15, 636-638.
3. Radical photocyclization route for macrocyclic lactone ring expansion
and conversion to macrocyclic lactams and ketones
K. Nishikawa, Y. Yoshimi*, K. Maeda, T. Morita, I. Takahashi, T. Itou, S. Inagaki, M. Hatanaka,
J. Org. Chem., 2013, 78, 582-589.
4. Decarboxylative radical addition of N-Boc amino acids to acrylonitrile
using 1,4-dicyanonaphthalene via photoinduced electron transfer
Y. Yoshimi*, S. Hayashi, K. Nishikawa, Y. Okita, K. Maeda, T. Morita, T. Itou, Res.Chem. Intermed., 2013, 39, 397-402.
5. Improved efficiency and product selectivity in the photo-Claisen type
rearrangement of an aryl naphthylmethyl ether using a microreactor/flow
system
H. Maeda, S. Nashihara, H. Mukae, Y. Yoshimi*, K. Mizuno, Res.Chem. Intermed., 2013, 39, 301-310.
2010
1. A mild deuterium exchange reaction of free carboxylic acids by photochemical
decarboxylation
T. Itou, Y. Yoshimi*, K. Nishikawa, T. Morita, Y. Okada, N. Ichinose, M. Hatanaka, Chem. Commun., 2010, 6177-6179.
2. Influence of Solvent, Electron Acceptors, and Arenes on Photochemical
Decarboxylation of Free Carboxylic Acid via Single Electron Transfer (SET)
Y. Yoshimi*, S. Hayashi, K. Nishikawa, Y. Haga, K. Maeda, T. Morita, T. Itou, Y. Okada,
M. Hatanaka, Molecules, 2010, 15, 2577-2584.
3. Addition of alkyl radicals, generated from carboxylic acids via photochemical
decarboxylation, to glyoxylic oxime ether: A mild and efficient route to
-substituted -aminoesters
Y. Yoshimi*, K. Kobayashi, H. Kamakura, K. Nishikawa, Y. Haga, K. Maeda, T. Morita,
T. Itou, Y. Okada, M. Hatanaka, Tetrahedron Lett., 2010, 51, 2332-2334.
4. 吉見泰治・カルボン酸の光誘起電子移動脱炭酸反応を利用する有機合成化学・光化学Vol. 41, No.3, 144-148 (2010).
5. 吉見泰治・光脱炭酸反応を利用した重水素化化合物および大環状ラクトンの合成・化学工業Vol. 61, No.7, 29-32 (2010).
2009
1. Inter- and Intramolecular Addition Reactions of Electron-Deficient Alkenes
with Alkyl Radicals, Generated by SET-Photochemical Decarboxylation of
Carboxylic Acids, Serve as a Mild and Efficient Method for the Preparation
of -Amino Acids and Macrocyclic Lactones
Y. Yoshimi*, M. Masuda, T. Mizunashi, K. Nishikawa, K. Maeda, N. Koshida, T. Itou,
T. Morita, M. Hatanaka, Org. Lett., 2009, 11, 4652-4655.
2. Formation of Cyclooctatriene and Bicyclooctadiene through Regioselective
Intermolecular (2 + 2) Photocycloaddition of Benzoic Acids to Allyl Alcohol
in Water
T. Itou, Y. Yoshimi*, K. Kamiya, H. Takedani, T. Morita, M. Hatanaka, J. Photochem. Photobiol. A, 2009, 202, 235-239.
3. Decarboxylative Photosubstitution of Dicyanobenzenes with Aliphatic
Carboxylate Ions
T. Itou, Y. Yoshimi*, T. Morita, Y. Tokunaga, M. Hatanaka, Tetrahedron, 2009, 65, 263-269.
4. Asymmetric Induction in an Intramolecular [2+2] Photocycloaddition within
Chirally Modified Zeolite Supercages
H. Maeda, T. Okumura, Y. Yoshimi, K. Mizuno*, Tetrahedron: Asymmetry, 2009, 20, 381-384.
2008
1. Photoreduction of 1,2-Diarylcyclopropanes by Hydroxide Ion
Y. Yoshimi*, N. Wada, K. Sasamoto, T. Itou, M. Hatanaka, Chem. Lett., 2008, 782-783.
2. Hydroxide Ion as Electron Source for Photochemical Birch-type Reduction
and Photodehalogenation
Y. Yoshimi*, A. Ishise, H. Oda, Y. Moriguchi, H. Kanezaki, Y. Nakaya, K. Katsuno,
T. Itou, S. Inagaki, T. Morita, M. Hatanaka, Tetrahedron Lett., 2008, 49, 3400-3404.
3. Transformation of Ergosterol Peroxide to Cytotoxic Substances by Rat
Intestinal Bacteria
J. Lee, C. Ma, D. Park, Y. Yoshimi, M. Hatanaka, M. Hattori*, Biol. Pharm. Bull., 2008, 31, 949-954.
4. Convenient Synthesis of Angular Triquinane from 4-Alkenylfulvene via
Thermal Cycloaddition Followed by Skeletal Rearrangement of the Resulting
[4+2] Adduct
S. Inagaki, K. Imura, T. Morita, Y. Yoshimi, M. Hatanaka, T. Kawano, Chem. Lett., 2008, 454-455.
2007
1. Decarboxylative Reduction of Free Aliphatic Carboxylic Acid by Photogenerated
Cation Radical
Y. Yoshimi*, T. Itou, M. Hatanaka, Chem. Commun., 2007, 5244-5246.
2006
1. Redox-photosensitized Reaction of Indene Using Photosensitive Surfactant
in Emulsion: Dependence on Oil Droplet Size and Surfactant Charge
Y. Yoshimi*, T. Itou, M. Hatanaka, Tetrahedron Lett., 2006, 47, 3257-3260.
2004
1. Photochemical Polar Addition of 1,1-Diphenylethene Using Photosensitive
Surfactant in Stable Oil-Water Emulsion
Y. Yoshimi*, M. Higuchi, T. Itou, M. Hatanaka, Chem. Lett.,2004, 1196-1197.
2. Intramolecular 9-Membered Hydrogen Bonding of 2-Arylmethylphenols Having
Carbonyl Groups at 2’-Position
Y. Yoshimi, H. Maeda, M. Hatanaka, K. Mizuno*, Tetrahedron, 2004, 60, 9425-9431.
-2003
1. Use of Chirally Modified Zeolites and Crystals in Photochemical Asymmetric
Synthesis
K. C. W. Chong, J. Sivaguru, T. Shichi, Y. Yoshimi, V. Ramamurthy*, J. R. Scheffer*, J. Am. Chem. Soc., 2002, 124, 2858-2859.
2. Site-selective Intramolecular Photocycloaddition of 2-Alkenyl-substituted
1-Cyanonaphthalenes Depending on Additives, Solvents, and Substituents
Y. Yoshimi, S. Konishi, H. Maeda, K. Mizuno, Synthesis, 2001, 8, 1197-1202.
3. Site-selective Intramolecular (2+2) Photocycloaddition of trans-2-Butenyl
1-Cyano-2-naphthylmethyl Ether Depending on the Polarity of the Solvent
Y. Yoshimi, S. Konishi, H. Maeda, K. Mizuno, Tetrahedron Lett., 2001, 42, 3475-3477.
4. Direct Observation of 2-(1-Methoxycarbonylnaphthyl)methyl Radical via
Photo-Claisen Type Rearrangement
Y. Yoshimi, A. Sugimoto, H. Maeda, K. Mizuno, N. Ichinose, T. Tanaka, S. Kawanishi,
Chem. Lett., 2001, 252-253.
5. A Novel Nine-Membered Intramolecular Hydrogen Bonding in Methyl Naphthoate
Bearing Phenol Moiety
Y. Yoshimi*, A. Sugimoto, H. Maeda, K. Mizuno, Tetrahedron Lett., 2001, 42, 2341-2343.
6. Photochemistry of Cyclopropanes, Methylenecyclopropanes, and Vinylidenecyclopropanes
K. Mizuno, N. Ichinose, Y. Yoshimi, J. Photochem. Photobiol. C, 2000, 1, 167-193.
7.A novel Intramolecular Photocyclization of
Methyl 2-(2,3-Dimethylbut-2-enyloxymethyl)naphthalene-1-carboxylate via
1,9-Hydrogen Abstraction
K. Mizuno, S. Konishi, Y. Yoshimi, A. Sugimoto,Chem. Commun.,1998, 1659-1660.
8. A Novel Photorearrangement of Aryl Naphthylmethyl Ethers. Formation
of Cyclohexa-2,4-dienone Derivatives
Y. Yoshimi, A. Sugimoto, H. Maeda, K. Mizuno,Tetrahedron Lett., 1998, 39, 4683-4686.