Development of New Organoiodine-Catalyzed Reactions and Their Applications in Synthetic Chemistry

2018 Fiscal Year Final Research Report

• Project/Area Number: 16K08186
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Ritsumeikan University
• Principal Investigator: Dohi Toshifumi 立命館大学, 薬学部, 准教授 (50423116)
• Research Collaborator: China Hideyasu
• Project Period (FY): 2016-04-01 – 2019-03-31
• Keywords: 合成化学

Outline of Final Research Achievements

In this research, we have developed several new hypervalent iodine compounds that can more effectively catalyze the metal-free oxidative couplings reported by us. Compared with the synthetic methods using metal catalysts that can generally perform the bond formation by compensation of the functional group, our method has significant advantage in obtaining the coupling products remaining more functional groups. Utilizing this characteristics, we have extended our synthetic strategy to apply the obtained compounds as the useful precursors for natural products with highly oxygenated aromatic rings as well as some functional molecules.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

酸化反応は炭素－水素結合を直接、結合形成や官能基化に用いるといった点で魅力的な合成戦略であり、グリーンケミストリーの理念に合致している。最近、芳香族化合物の炭素－水素結合を直接、酸化的カップリングさせる反応が実現し、医薬品や機能性材料の新規合成戦略として注目を集めている。希少なレアメタル触媒の使用が必要であった本法を、有機ヨウ素触媒を用いて行うことを可能とする本研究成果は、学術的のみならず社会的にも大きな波及効果をもたらすことが期待できる。