• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to project page

2022 Fiscal Year Final Research Report

Synthesis of imine derivatives using metal-free catalyst and their application to advanced dyes and medicines

Research Project

  • PDF
Project/Area Number 19H02756
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 34030:Green sustainable chemistry and environmental chemistry-related
Research InstitutionOsaka Metropolitan University (2022)
Osaka Prefecture University (2019-2021)

Principal Investigator

Ogawa Akiya  大阪公立大学, 大学院工学研究科, 教授 (30183031)

Project Period (FY) 2019-04-01 – 2023-03-31
Keywordsメタルフリー触媒系 / one-potプロセス / 医薬品分子短縮合成 / 機能性青色色素 / 常圧酸素(空気)酸化法 / 環境調和性 / イミン鍵中間体 / リサイクル触媒
Outline of Final Research Achievements

Atmospheric oxygen (air) oxidation of amines using a salicylic acid derivative as an organic catalyst can produce imines with high efficiency under mild conditions. Owing to the simple reaction system using imine as a key intermediate, this organocatalytic oxidation is excellent for one-pot synthesis of functional blue dye. In this study, we have also succeeded in metal-free one-pot synthesis of dipeptides by the Ugi reaction, a multi-component coupling reaction. In addition, metal-free one-pot multi-step synthesis of the quinazoline skeleton, one of the basic nitrogen-containing heterocycles for pharmaceuticals, is successfully developed. Furthermore, we also succeeded in the metal-free synthesis of trisubstituted pyridines, which could be applied to the short synthesis of guanine quadruplex recognition molecules that can control the transcription process of genetic information.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

学術的意義: 酸化反応は発熱反応であるため制御が困難であり、触媒化に際しては触媒の酸化による失活やリサイクル利用が困難な場合が多い。本研究では温和な反応条件で機能する有機触媒の開発に成功し、選択性とリサイクル利用に関する新方法論を明らかにし、機能性色素や先端医薬品の革新的調製法に展開している。
社会的意義: 機能性青色色素を環境調和性酸化法で製造することで、国内での製造を可能にすることが期待される。医薬品分子の合成では、原子効率が低く資源の有効利用が立ち遅れているが、本メタルフリーone-pot法で行うことで、単離精製の回数を減らすとともに、多段階・多成分反応の短工程化プロセスに成功している。

URL: 

Published: 2024-01-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi