Waseda Institute for Advanced Study (WIAS)Waseda University

Other

MUTO, Kei

Name

MUTO, Kei

Degree

Ph.D. in Science

Status

Assistant Professor

HP(URL)

http://www.jyamaguchi-lab.com/en/member/kmuto

Research Topic

Development of Dearomative Transformations toward the Synthesis of Multi-substituted Alicyclic Molecules

Aromatic molecules such as benzene are easily available and have two-dimensional structure. In contrast, alicyclic molecules often show a variety of three-dimensional structures according to the regio- and stereo-chemistry of substituents on their rings. Due to this nature, alicyclic molecules are often examined in medicinal chemistry. However, for the synthesis of alicyclic molecules, the control of regio- and stereo-chemistry is required, making its synthesis laborious. It can be considered that the use of cyclic skeleton of arenes can realize a novel and powerful synthetic method of alicyclic molecules. In order to develop such dearomative transformation, it is required to achieve challenging dearomatization and functionalization of stable aromatic system at the same time. This study aims to develop novel dearomative functionalization of arenes by using molecular catalysts toward the innovative synthesis of alicyclic molecules.

Education and Academic Employment

2015.09: Ph.D. Graduate Student in Chemistry, Nagoya University, Japan
2013–2016: JSPS Research Fellowship for Young Scientists (DC1)
2012.05–2012.08: Visiting Student (May–August), Wuhan University, China
2015.10–2016.03: Postdoctoral Researcher, Institute of Transformative Bio-molecules, Nagoya University, Japan
2016–2020: Assistant Professor, Department of Applied Chemistry, Waseda University
2020–present: Assistant Professor, Waseda Institute for Advanced Studies

Fields of Research Interests

Organic Chemistry, Organic Synthesis, Organometallic Chemistry, Dearomatization

Academic Publications

(Selected Publications)

  • Komatsuda, M.; Kato, H.; Muto, K; Yamaguchi, J. “Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates” ACS Catal. 2019, 9, 8991–8995.
  • Komatsuda, M.; Muto, K.; Yamaguchi, J. “Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates” Org. Lett. 2018, 20, 4354–4357.
  • Takise, R.; Isshiki, R.; Muto, K.; Itami, K.; Yamaguchi, J. “Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis” J. Am. Chem. Soc. 2017, 139, 3340–3343.
  • Muto, K.; Hatakeyama, T.; Yamaguchi, J.; Itami, K. “C–H Arylation and Alkenylation of Imidazoles by Nickel Catalysis: Solvent accelerated Imidazole C–H Activation” Chem. Sci. 2015, 6, 6792–6798.
  • Oshima, T.; Yamanaka, I.; Kumar, A.; Yamaguchi, J.; Nishiwaki-Ohkawa, T.; Muto, K.; Kawamura, R.; Hirota, T.; Yagita, K.; Irle, S.; Kay, S. A.; Yoshimura, T.; Itami, K. “C–H Activation Generates Period Shortening Molecules Targeting Cryptochrome in the Mammalian Circadian Clock” Angew. Chem., Int. Ed. 2015, 54, 7193–7197.
  • Muto, K.; Yamaguchi, J.; Musaev, D. G.; Itami, K. “Decarbonylative Organoboron Cross-coupling of Esters by Nickel Catalysis” Nature Commun. 2015, 6, 7508.
  • Xu, H.; Muto, K.; Yamaguchi, J.; Zhao, C.; Itami, K.; Musaev, D. G. “Key Mechanistic Features of Ni-catalyzed C-H/C-O Biaryl Coupling of Azoles and Naphthalen-2-yl Pivalates” J. Am. Chem. Soc. 2014, 136, 14834–13844.
  • Takise, R.; Muto, K.; Yamaguchi, J.; Itami, K. “Nickel-Catalyzed α-Arylation of Ketones with Phenol Derivatives” Angew. Chem., Int. Ed. 2014, 53, 6791–6794.
  • Muto, K.; Yamaguchi, J.; Lei, A.; Itami, K. “Isolation, Structure, and Reactivity of an Arylnickel(II) Pivalate Complex in Catalytic C-H/C-O Biaryl Coupling” J. Am. Chem. Soc. 2013, 135, 16384–16387.
  • Meng, L.; Kamada, Y.; Muto, K.; Yamaguchi, J.; Itami, K. “C–H Alkenylation of Azoles with Enols and Esters by Nickel Catalysis” Angew. Chem., Int. Ed. 2013, 52, 10048–10051.
  • Amaike, K.; Muto, K.; Yamaguchi, J.; Itami, K. “Decarbonylative C–H Coupling of Azoles and Aryl Esters: Unprecedented Nickel Catalysis and Application to Synthesis of Muscoride A” J. Am. Chem. Soc. 2012, 134, 13573–13576.
  • Muto, K.; Yamaguchi, J.; Itami, K. “Nickel-Catalyzed C–H/C–O coupling of Azoles with Phenol Derivatives” J. Am. Chem. Soc. 2012, 134, 169–172.
Other Interests

Marathon, Cycling, Volleyball, Ramen

Affiliated Academic Organizations

Chemical Society of Japan
The Society of Synthetic Organic Chemistry
The KINKA Chemical Society
The Japanese Society for Process Chemistry

Awards

2019:  JXTG Energy Research Award
2018:  JXTG Energy Research Award
2017:  Inoue Research Award for Young Scientists
2016:  Reaxys PhD Prize Finalist
2016:  JSPS Ikushi Prize
2016:  Nagoya University, Gakujutsu-Shorei Award
2014:  Oral Student Presentation Award in The 94th CSJ Annual Meeting
2013:  The 4th Otsu Conference Award Fellow
2013:  Distinguished Master’s Thesis Award 2012 in Department of Chemistry, Nagoya University
2013:  Nagoya University Graduate School of Science Award
2012:  Poster Award in The 59th Symposium on Organometallic Chemistry
2012:  Poster Award in The 29th Seminar on Synthetic Organic Chemistry
2011:  Poster Award in The 100th Symposium on Organic Synthesis

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