THE MATSUDA RESEARCH GROUP Department of Applied Chemistry
Tokyo University of Science

Professor:

Takanori Matsuda, Dr.


Assistant Professor:

Yushu Jin, Dr.




Graduate Students:

Ryota Moro (M2)

Kaisei Sekino (M2)

Undergraduate Students:

Shotaro Ishizuka (B4)

Kohei Kamemura (B4)

Kento Sakagami (B4)

Kouta Harada (B4)



Alumni:

Soma Yamanokuchi (2023–2024)

Yuki Ito (2021–2024)
Rhodium-Catalyzed C6-Selective Alkoxycarbonylation of Pyridones
Rhodium-Catalysed Additive-Free Alkoxycarbonylation of Indoles: 2,4,6-Trimethylbenzoic Acid-Based Carbonate Anhydrides as a Versatile Alkoxycarboxyl Source

Seigo Kiyobe (2021–2024)
Rhodium-Catalysed Additive-Free Carbonylation of Benzamides with Diethyl Dicarbonate as a Carbonyl Source

Ryoichi Nishikawa (2021–2024)

Yosuke Takemura (2021–2024)
Rhodium-Catalysed Decarbonylative C(sp2)–H Alkylation of Indolines with Alkyl Carboxylic Acids and Carboxylic Anhydrides under Redox-Neutral Conditions
Rhodium-Catalyzed Intramolecular Acylation of 2-(Indol-1-yl)benzoic Acids under Redox-Neutral Conditions
Rhodium-Catalyzed Decarbonylative Intramolecular Arylation of 2-(1H-Indole-1-carbonyl)benzoic Acids
Rhodium-Catalysed Additive-Free Alkoxycarbonylation of Indoles: 2,4,6-Trimethylbenzoic Acid-Based Carbonate Anhydrides as a Versatile Alkoxycarboxyl Source

Koichiro Yamada (2021–2024)
Diastereo- and Enantioselective Reductive Mannich-type Reaction of α,β-Unsaturated Carboxylic Acids to Ketimines: A Direct Entry to Unprotected β2,3,3-Amino Acids

Yixuan Lin (2022–2023)

Ryo Minamikawa (2022–2023)

Sora Kondo (2019–2023)
Copper-Catalyzed Enantioselective Reductive Aldol Reaction of α,β-Unsaturated Carboxylic Acids to Ketones: Silanes as Activator and Transient Protecting Group
Diastereo- and Enantioselective Reductive Mannich-type Reaction of α,β-Unsaturated Carboxylic Acids to Ketimines: A Direct Entry to Unprotected β2,3,3-Amino Acids

Dr. Hirotsugu Suzuki (2018–2022)

Takuma Sekiguchi (2021–2022)

Kentaro Yabe (2021–2022)
Rhodium-Catalysed Additive-Free Alkoxycarbonylation of Indoles: 2,4,6-Trimethylbenzoic Acid-Based Carbonate Anhydrides as a Versatile Alkoxycarboxyl Source

Daiki Tanaka (2021)

Fumito Sasamori (2020–2021)
Rhodium-Catalyzed C(sp2)–H Alkoxycarbonylation/Acylation of Indolines with Anhydrides as a Carbonyl Source

Yuki Sato (2020–2021)

Yuya Kawai (2019–2021)
Rhodium-Catalyzed Additive-Free C–H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate
Rhodium-Catalysed Decarbonylative C(sp2)–H Alkylation of Indolines with Alkyl Carboxylic Acids and Carboxylic Anhydrides under Redox-Neutral Conditions

Kenji Yoneoka (2018–2021)
Dealkoxylation of N-Alkoxyamides without an External Reductant Driven by Pd/Al Cooperative Catalysis
Copper-Catalyzed Enantioselective Reductive Aldol Reaction of α,β-Unsaturated Carboxylic Acids to Ketones: Silanes as Activator and Transient Protecting Group

Yichi Wu (2020)

Yumeng Liao (2018–2020)
Rhodium-Catalyzed Additive-Free C–H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate

Masaru Hashimoto (2017–2020)
Rhodium(I)-Catalyzed Arylative Annulation of β-Alkynyl Ketones for Preparation of Fused Aromatics

Akira Murakami (2017–2020)
Palladium-Catalyzed Ring-Opening Coupling of Cyclobutenols with Aryl Halides

Souta Oyama (2017–2020)
Rh-Catalyzed Carbonylation of (2-Pyridylmethylene)cyclobutanes
Synthesis of Unsymmetrical Benzils via Palladium-Catalysed α-Arylation–Oxidation of 2-Hydroxyacetophenones with Aryl Bromides

Thomas Reszka (2020 intern from Hegeschool Rotterdam, the Netherlands)

Takahiro Shiomi (2016–2019)
Synthesis of Trisubstituted 1,3-Oxazin-6-ones via Base-Catalyzed Ring-Opening Annulation of Cyclopropenones with N-(Pivaloyloxy)amides
Dealkoxylation of N-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis

Naoto Yonekubo (2016–2019)
Rh-Catalyzed Carbonylation of (2-Pyridylmethylene)cyclobutanes
Ruthenium-Catalysed Cyclisation Reactions of 1,11-Dien-6-ynes Leading to Biindenes

Hirotaka Ito (2015–2018)
Synthesis of Indole-Fused Heteroacenes by Cascade Cyclisation Involving Rhodium(II)-Catalysed Intramolecular C–H Amination
Synthesis of Fused and Linked Benzofurans from 2-Alkynylphenol Derivatives through Rhodium(I)-Catalyzed Domino-Type Addition Reactions

Takashi Izutsu (2015–2018)
Rhodium(I)-Catalyzed Arylative Annulation of β-Alkynyl Ketones for Preparation of Fused Aromatics

Kazuki Kondo (2015–2018)
Rhodium(I)-Catalysed Skeletal Reorganisation of Benzofused Spiro[3.3]heptanes via Consecutive Carbon–Carbon Bond Cleavages

Shingo Shimada (2015–2018)
Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynylbiphenyls Involving Cleavage of a Carbon–Carbon Triple Bond

Yuki Tabata (2015–2018)
Synthesis of Trisubstituted 1,3-Oxazin-6-ones via Base-Catalyzed Ring-Opening Annulation of Cyclopropenones with N-(Pivaloyloxy)amides
Silver-Catalyzed Ring-Opening [3 + 2] Annulation of Cyclopropenones with Amides

Keisuke Fukuhara (2014–2017)
Rhodium-Catalyzed Addition/Spirocyclization of Arylboronic Esters Containing β-Aryl α,β-Unsaturated Ester Moiety
Rh-Catalyzed Carbonylation of (2-Pyridylmethylene)cyclobutanes

Takeshi Matsumoto (2014–2017)
Rhodium(I)-Catalysed Intermolecular Alkyne Insertion into (2-Pyridylmethylene)cyclobutenes
Palladium-Catalyzed Ring-Opening Coupling of Cyclobutenols with Aryl Halides

Kentaro Yamanaka (2013–2016)
Synthesis of 2-Acyl-1-naphthols by Gold-Catalyzed Oxidative Cyclization of 2-Alkenylphenyl Alkynyl Ketones
Synthesis of Trisubstituted 1,3-Oxazin-6-ones via Base-Catalyzed Ring-Opening Annulation of Cyclopropenones with N-(Pivaloyloxy)amides

Itaru Yuihara (2013–2016)
A Rhodium(I)-Catalysed Formal Intramolecular C–C/C–H Bond Metathesis
Rhodium(I)-Catalysed Skeletal Reorganisation of Benzofused Spiro[3.3]heptanes via Consecutive Carbon–Carbon Bond Cleavages

Noboru Okada (2014–2015)
Oxidative Cyclization of Dialdehydes with Alcohols and 1,3-Dicarbonyl Compounds under Rh(III)/Cu(II) Conditions

Kentaro Suzuki (2012–2015)
Rhodium-Catalyzed Cross-Coupling of Alkenyl Halides with Arylboron Compounds
Rhodium(III)-Catalysed Decarbonylative Coupling of Maleic Anhydrides with Alkynes
Rhodium(III)-Catalyzed [2+2+2] Cyclotrimerization of Diynes with Maleic Anhydrides as Alkyne Equivalents
Oxidative Cyclization of Dialdehydes with Alcohols and 1,3-Dicarbonyl Compounds under Rh(III)/Cu(II) Conditions

Yoshiya Matsuda (2012–2015)
Synthesis of Phthalazinones via Palladium(II)-Catalysed Intramolecular Oxidative C–H/C–H Cross-Coupling of N′-Methylenebenzohydrazides
Rhodium-Catalyzed Cycloisomerization of 2-Alkynyl-N′-arylidenebenzohydrazides through exo-Carboamination

Shoichi Watanuki (2012–2015)
Azulenophenanthrenes from 2,2′-Di(arylethynyl)biphenyls through C–C Bond Cleavage of a Benzene Ring
Rhodium-Catalyzed Arylation of Acylsilanes with Sodium Tetraarylborates
Rhodium-Catalysed Arylative Annulation of 1,4-Enynes with Arylboronic Acids
Rhodium-Catalyzed Addition/Spirocyclization of Arylboronic Esters Containing β-Aryl α,β-Unsaturated Ester Moiety

Yoshiaki Yamamoto (2014)

Yahiro Nishida (2013–2014)
Synthesis of 2-Acyl-1-naphthols by Gold-Catalyzed Oxidative Cyclization of 2-Alkenylphenyl Alkynyl Ketones

Shinya Abe (2011–2014)
Oxidative Cyclization of Dialdehydes with Alcohols and 1,3-Dicarbonyl Compounds under Rh(III)/Cu(II) Conditions
Synthesis of Fused and Linked Benzofurans from 2-Alkynylphenol Derivatives through Rhodium(I)-Catalyzed Domino-Type Addition Reactions

Kohei Mizuno (2011–2014)
Rhodium-Catalyzed Arylation of Acylsilanes with Sodium Tetraarylborates

Yusuke Sakurai (2011–2014)
Azulenophenanthrenes from 2,2′-Di(arylethynyl)biphenyls through C–C Bond Cleavage of a Benzene Ring
Palladium-Catalyzed Ring-Opening Alkynylation of Cyclopropenones
Gold(I)-Catalyzed Ring-Expanding Spiroannulation of Cyclopropenones with Enynes
Synthesis of 2-Acyl-1-naphthols by Gold-Catalyzed Oxidative Cyclization of 2-Alkenylphenyl Alkynyl Ketones

Yuki Tomaru (2011–2014)
Synthesis of Phthalazinones via Palladium(II)-Catalysed Intramolecular Oxidative C–H/C–H Cross-Coupling of N′-Methylenebenzohydrazides
Rhodium(III)-Catalyzed Synthesis of Indoles from 1-Alkylidene-2-arylhydrazines and Alkynes via C–H and N–N Bond Cleavages

Satoshi Yasuoka (2011–2014)
Rhodium-Catalyzed Addition/Spirocyclization of Arylboronic Esters Containing β-Aryl α,β-Unsaturated Ester Moiety

Norio Miura (2012–2013)
Synthesis of Tetrasubstituted Benzenes via Rhodium(I)-Catalysed Ring-Opening Benzannulation of Cyclobutenols with Alkynes
Rhodium-Catalyzed Cross-Coupling of Alkenyl Halides with Arylboron Compounds

Haruki Kirikae (2010–2013)
Palladium-Catalyzed Hydrometalation and Bismetalation of Biphenylene
Oxidative Cyclization of Dialdehydes with Alcohols and 1,3-Dicarbonyl Compounds under Rh(III)/Cu(II) Conditions
Synthesis of Fused and Linked Benzofurans from 2-Alkynylphenol Derivatives through Rhodium(I)-catalyzed Domino-Type Addition Reactions

Shinya Sato (2010–2013)
Gold-Catalysed Alkenyl- and Arylsilylation Reactions Forming 1-Silaindenes
Synthesis of Dibenzoheteropines of Group 13–16 Elements via Ring-Closing Metathesis

Yoichiro Ichioka (2009–2012)
Rhodium-Catalysed Intramolecular trans-Bis-Silylation of Alkynes to Synthesise 3-Silyl-1-benzosiloles

Kotaro Kato (2009–2012)
Homocoupling of Arylboronic Acids Catalyzed by Simple Gold Salts
Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynylbiphenyls Involving Cleavage of a Carbon–Carbon Triple Bond

Yuya Suda (2009–2012)
Synthesis of Siloles via Rhodium-Catalyzed Cyclization of Alkynes and Diynes with Hexamethyldisilane
Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination
Double 1,4-Rhodium Migration Cascade in Rhodium-Catalysed Arylative Ring-Opening/Spirocyclisation of (3-Arylcyclobutylidene)acetates

Akira Takahashi (2010–2011)
Double 1,4-Rhodium Migration Cascade in Rhodium-Catalysed Arylative Ring-Opening/Spirocyclisation of (3-Arylcyclobutylidene)acetates

Taro Asai (2008–2011)
Homocoupling of Arylboronic Acids Catalyzed by Simple Gold Salts

Yosuke Fujisaki (2008–2011)
Synthesis of Siloles via Rhodium-Catalyzed Cyclization of Alkynes and Diynes with Hexamethyldisilane

Shigeru Shiose (2008–2011)
Homocoupling of Arylboronic Acids Catalyzed by Simple Gold Salts
Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination

Masahiro Tomita (2008–2009)