Ion-pairing cooperative catalysis for fine chemical synthesis from ubiquitous carboxylic acid

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K22501
• Research Category: Grant-in-Aid for Challenging Research (Exploratory)
• Allocation Type: Multi-year Fund
• Review Section: Medium-sized Section 47:Pharmaceutical sciences and related fields
• Research Institution: Kyushu University
• Principal Investigator: Yazaki Ryo 九州大学, 薬学研究院, 助教 (70635812)
• Project Period (FY): 2019-06-28 – 2021-03-31
• Keywords: カルボン酸 / エンジオラート / ラジカル / 鉄

Outline of Final Research Achievements

The ubiquitous carboxylic acids are ideal starting materials for the synthesis of unnatural α-amino acids and hydroxy acids bearing complex carbon framework and various functional groups. However, the activation of carboxylic acids generally requires the use of a stoichiometric amount of base. We developed a direct catalytic α-oxidation of carboxylic acids by a radical mechanism without stoichiometric amount of external base. In addition, detailed mechanistic study revealed the cooperative actions of iron species and alkali metal ions substantially facilitated the enolization of carboxylic acid.

Free Research Field

有機合成化学分野

Academic Significance and Societal Importance of the Research Achievements

カルボン酸はバイオマス資源として、任意の構造ユニットを有するカルボン酸が容易に入手可能である。また従来の高エネルギー消費プロセスで製造される原料と比較して取扱が容易で、様々な機能性分子合成のための有用な原料となる。そのためカルボン酸の効率的な分子変換技術の開発は、多様な機能性分子構築のための強力なツールとなり、社会還元性も高いと考えられる。