Innovative molecular transformation of alkylnitrile utilizing hybrid catalysis

2023 Fiscal Year Final Research Report

• Project/Area Number: 21K05063
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Review Section: Basic Section 33020:Synthetic organic chemistry-related
• Research Institution: Microbial Chemistry Research Foundation
• Principal Investigator: Saito Akira 公益財団法人微生物化学研究会, 微生物化学研究所, 研究員 (10772866)
• Project Period (FY): 2021-04-01 – 2024-03-31
• Keywords: 不斉合成 / 錯体 / ニトリル

Outline of Final Research Achievements

Expected catalysis involving photoredox and pincer Ni complex found to be difficult. However, on the way of the investigation, the asymmetric C-C bond formation of haloacetonitriles with electrophiles was found. The construction of consecutive chiral carbon centers involving halogen atom was investigated, resulting in a successful development of the method of obtaining alpha-chloro/fluoro-beta-aminonitrile in a almost single stereoisomer. Chloro-containing product could be transformed to various chiral building block such as aziridine, and fluoro-containing product itself will be important derivative for drug discovery.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

本研究によって見出された含ハロゲン連続不斉中心構築反応は、先述のとおり有機合成における重要中間体を多方面的に合成できる重要なツールとなりうるものとなっている。特に含フッ素βアミノ酸誘導体の合成意義は医薬品化学において非常に高いものであり、本研究において申請者が見出した反応が創薬研究に直接的に貢献しうるものと考える。