Pharmaceutical Chemistry (Yoshida Lab.)

Staff

  • Prof. Dr. Masahiro Yoshida
  • Dr. Kenji Matsumoto
  • Dr. Tsukasa Hirokane

Research project

Our research is focused on the chemical synthesis of biologically active molecules and the development of new chemical reactions. We have already achieved for the synthesis of various structurally complex natural products utilizing our novel synthetic methods. In the course of our study about the development of new reactions, we established several novel reactions using transition metal catalyst, which enables to lead the eco-friendly new chemical process.

  1. Transition metal-catalyzed organic reactions
  2. Novel methodology for the synthesis of complex heterocyclic molecules
  3. Efficient synthesis of biologically active molecules

Publications

Original articles

  1. Matsumoto, M. Yoshida, M. Shindo
    Heterogeneous Rhodium-Catalyzed Aerobic Oxidative Dehydrogenative Cross-Coupling: Nonsymmetrical Biaryl Amines.
    Angewandte Chemie International Edition, 55, DOI: 10.1002/anie.201600400.
  2. Namba,* K. Takeuchi, Y. Kaihara, M. Oda, A. Nakayama, A. Nakayama, M. Yoshida, K. Tanino*
    Total synthesis of palau’amine
    Nature Communications, 6, 8731 (2015).
  3. Matsumoto, M. Suyama, S. Fujita, T. Moriwaki, Y. Sato, Y. Aso, S. Muroshita, H. Matsuo, K. Monda, K. Okuda, M. Abe, H. Fukunaga, A. Kano, M. Shindo,
    Efficient Total Synthesis of Bongkrekic Acid and Apoptosis Inhibitory Activity of its Analogues
    Chemistry A European Journal 21, 11590-11602 (2015).
  4. Yoshida,* T. Mizuguchi, K. Namba
    One-pot synthesis of tri- and tetrasubstituted pyridines by sequential ring-opening-cyclization-oxidation reaction of N-arylmethyl 3-aziridinylpropiolate esters,
    Angewandte Chemie International Edition, 53, 14550–14554 (2014).
  5. Matsumoto, K. Dougomori, S. Tachikawa, T. Ishii, M. Shindo,
    Aerobic Oxidative Homocoupling of Aryl Amines Using Heterogeneous Rhodium Catalysts
    Organic Letter 16, 4754-4757 (2014).
  6. Yoshida,* T. Nakagawa, K. Kinoshita, K. Shishido,
    Regiocontrolled construction of furo[3,2-c]pyran-4-one derivatives by palladium-catalyzed cyclization of propargylic carbonates with 4-hydroxy-2-pyrones.
    The Journal of Organic Chemistry, 78, 1687–1692 (2013).
  7. Yoshida,* S. Ohno, K. Namba,
    Synthesis of substituted tetrahydrocyclobuta[b]benzofurans by palladium-catalyzed domino substitution-[2+2] cycloaddition of propargylic carbonates with 2-vinylphenols,
    Angewandte Chemie International Edition, 52, 13597–13600 (2013).
  8. Yoshida,* S. Ohno, K. Shishido,
    Synthesis of tetrasubstituted furans by palladium-catalyzed decarboxylative [3+2] cyclization of propargyl b-keto esters.
    Chemistry – A European Journal, 18, 1604–1607 (2012).
  9. Yoshida,* T. Mizuguchi, K. Shishido,
    Synthesis of oxazolidinones by efficient fixation of atmospheric CO2 with propargylic amines using silver/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) dual catalyst system.
    Chemistry – A European Journal, 18, 15578–15581 (2012).

 

Review articles / Books

  1. Yoshida,
    Synthesis of functionalized cyclic molecules by palladium-catalyzed cyclization of propargylic esters with bis-nucleophiles.
    Heterocycles, 87, 1835–1864 (2013).
  2. Yoshida,
    Development of palladium-catalyzed transformations using propargylic compounds.
    Chem. Pharm. Bull., 60, 285–299 (2012).