Drug-oriented Catalytic Oxidation Targeting Remote sp3 C-H Bonds

2016 Fiscal Year Final Research Report

• Project/Area Number: 25460008
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: The University of Tokyo
• Principal Investigator: Oisaki Kounosuke 東京大学, 大学院薬学系研究科(薬学部), 講師 (00583999)
• Project Period (FY): 2013-04-01 – 2017-03-31
• Keywords: C-H活性化 / 酸素酸化 / 配向活性化基 / 分子認識 / ラジカル

Outline of Final Research Achievements

We worked on the development of a regioselective remote C(sp3)-H aerobic oxidation starting from model system with use of covalently bound N-oxyl radical directing activator. We found conditions for selective C-H oxidation of aliphatic alcohol substrate. The results were published as two original papers. Subsequently, We investigated regioselective catalytic aerobic C-H oxidation. After synthesizing and utilizing a novel N-oxyl radical organocatalyst having a trifluoromethyl ketone group as a molecular recognition site, we found a regioselective C-H oxidation with moderate selectivity. We will continue to optimize the catalyst structure for further improvement of selectivity.

Free Research Field

有機化学