Grant-in-Aid for Scientific Research on Innovative Areas FY2017-2021Hybrid Catalysis

Laurean Ilies » Japanese

Affiliation Riken Center for Sustainable Resource Science
Position Team Leader
Contact Email
HP http://iliesteam.riken.jp/home.html
Speciality organic synthesis
Keyword C-H bond activation, arene, base metal catalysis,
Institute The Chemical Society of Japan; The Society of Synthetic Organic Chemistry, Japan; The Japanese Society for Process Chemistry

Abstract

Our team is working on the development of new reactions based on two keywords: efficiency and sustainability. From the efficiency point of view, we aim at the development of direct and selective coupling of organic molecules without prefunctionalization with reactive groups. From the sustainability point of view, we are investigating Earth-abundant metals as catalysts or reagents.
The research project proposed here envisions a hybrid strategy for C–H functionalization of simple arenes by using a synergistic cooperation of two metal catalysts: one metal will activate an arene substrate, and then the other metal will efficiently and selectively cleave a C-H bond in the activated arene substrate.

Achievement

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Original papers

  • "Remote Steric Control for Undirected meta-Selective C-H Activation of Arenes"
    Ramadoss, B.; Jin, Y.; *Asako, S.; *Ilies, L.
    Science, 2/10/2022, 375(6581), 658-663
  • "Birch Reduction of Arenes Using Sodium Dispersion and DMI under Mild Conditions"
    *Asako, S.; Takahashi, I.; Kurogi, T.; Murakami, Y.; Ilies, L.; Takai, K.
    Chem. Lett. , 10/7/2021, 51(1), 38-40
  • "Iron-Catalysed Regioselective Thienyl C–H/C–H Coupling"
    Doba, T.; Ilies, L.; Sato, W.; *Shang, R.; *Nakamura, E.
    Nature Catalysis , 7/19/2021, 4, 631-638
  • "Halogen–Sodium Exchange Enables Efficient Access to Organosodium Compounds"
    *Asako, S.; Takahashi, I.; Nakajima,H.; Ilies, L.; *Takai K.
    Communications Chemistry, 5/24/2021, 4, 76
  • "Ligand-Enabled, Iridium-Catalyzed ortho-Borylation of Fluoroarenes"
    Kuleshova, O.; Asako, S.; *Ilies, L.
    ACS Catalysis, 4/30/2021, 11, 5968–5973
  • "Homocoupling-Free Iron-Catalysed Twofold C-H Activation/Cross-couplings of Aromatics via Transient Connection of Reactants"
    Doba, T.; Matsubara, T.; Ilies, L.; *Shang, R.; *Nakamura, E.
    Nat. Catal.,2019, 2, 400-406
  • "Chromium(III)-Catalyzed C(sp2)–H Alkynylation, Allylation, and Naphthalenation of Secondary Amides with Trimethylaluminum as Base"
    Chen, M.; Doba, T.; Sato, T.; Razumkov, H.; Ilies, L.; *Shang, R.; *Nakamura, E.
    J. Am. Chem. Soc., 2/18/2020, 142, 4883–4891
  • "Iron-Catalyzed Synthesis of Indenones through Cyclization of Carboxamides with Alkynes"
    *Laurean Ilies, Yasin Arslanoglu, Tatsuaki Matsubara, *Eiichi Nakamura
    Asian J. Org. Chem.,2018, 7, 1327-1329
  • "Silylation of Aryl Halides with Monoorganosilanes Activated by Lithium Alkoxide"
    Takumi Yoshida, *Laurean Ilies, *Eiichi Nakamura
    Org. Lett.,2018, 20, 2844–2847
  • "Synthesis of Esomeprazole and Related Proton Pump Inhibitors through Iron-Catalyzed Enantioselective Sulfoxidation"
    *Shigenobu Nishiguchi, Takuhiro Izumi, Takayoshi Kouno, Junpei Sukegawa, *Laurean Ilies, *Eiichi Nakamura
    ACS Catal.,2018, 8, 9738−9743
  • "Iron-Catalyzed Directed Alkylation of Carboxamides with Olefins via a Carbometalation Pathway"
    *Laurean Ilies, Yi Zhou, Haotian Yang, Tatsuaki Matsubara, Rui Shang, *Eiichi Nakamura
    ACS Catal.,2018, 8, 11478–11482

Review

  • 「Recent Advances in the Use of Sodium Dispersion for Organic Synthesis」 De, P. B.; * Asako, S.; *Ilies, L. , Synthesis, 53, 3180-3192, 4/9/2021
  • 「C-H Activation Catalyzed by Earth-Abundant Metals”」 *Ilies, L., Bull. Chem. Soc. Jpn., 94, 404–417, 12/2/2020
  • 「Olefin Synthesis by Deoxygenative Coupling of Carbonyl Compounds: From Stoichiometric to Catalytic」 *Asako, S.; *Ilies, L., Chemistry Letters, 49, 1386-1393, 9/2/2020
  • 「Earth‐Abundant Metals in Catalysis」 *Ilies, L.; *Thomas, S. P.; *Tonks, I. A., Asian J. Org. Chem., 9, 324-325, 3/17/2020

Conference

  • Pacifichem
    "Iron-Catalyzed C-H Functionalization", 招待講演
    Laurean Ilies
    12/21/2021, online, online
  • Pacifichem
    "C-H Functionalization Catalyzed by Earth-Abundant Metals", 招待講演
    Laurean Ilies
    12/19/2021, online, online
  • Pacifichem
    "Iron-Catalyzed Thienyl C-H/C-H Coupling", ポスター発表
    Takahiro Doba, Laurean Ilies, Rui Shang, Eiichi Nakamura
    12/18/2021, online, online
  • Chemistry Seminar of the Indian Institute of Technology Guwahati
    "C-H Activation with Earth-Abundant Metals", 招待講演
    Ilies, L.
    9/20/2020, Guwahati (online), India
  • International Webinar of Guru Nanak College
    "21 Years of a European Synthetic Chemist in Japan", 招待講演
    Ilies, L.
    7/16/2020, Chennai (online), India
  • Nanyang Research Conference on Synthetic Chemistry and Catalysis
    "C-H Activation with Earth-Abundant Metals", 招待講演
    Ilies L.
    1/15/2020-1/17/2020, Nanyang Technical University (Singapore), Singapore
  • The 13th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-13)
    "C-H Activation with Base Metals", 招待講演
    Ilies, L.
    11/1/2018-11/4/2018, Chulabhorn Research Institute (Bangkok), Thailand
  • The 4th International Symposium on C-H Activation (ISCHA-4)
    "Iron-Catalyzed C–H Bond Activation", 招待講演
    Ilies, L.
    8/30/2018-9/2/2019, Keio University (Hiyoshi), Japan
  • The 1st Sino-Japanese Symposium on Catalysis for Precision Synthesis
    "Iron Likes Single Electron Transfer", 招待講演
    Ilies, L.
    5/27/2018-5/30/2018, Shanghai Institute of Organic Chemistry (Shanghai), China

Award

  • 「Lectureship Award」
    受賞者:Laurean Ilies
    贈呈元:Asian CORE Program/Advanced Research Network
    受賞日:11/4/2018