通过形成 EDA 复合物加速 N-苯甲酰基胺与草酸盐的光化学还原羧化反应

IF 11.3 1区 化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-06-20 DOI:10.1021/acscatal.4c02007
Wen-Wen Liu, Pei Xu, Hui-Xian Jiang, Meng-Lei Li, Tian-Zi Hao, Yi-Qin Liu, Song-Lei Zhu, Kun-Xiao Zhang* and Xu Zhu*, 
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引用次数: 0

摘要

在此,我们揭示了一种可见光诱导的umpolung 策略,用于亚胺的还原羧化以合成非天然的 α-氨基酸。该研究提出了一种反应机制,即底物与草酸盐之间形成电子供体-受体(EDA)复合物,从而生成所需的产物。在有光催化剂或无光催化剂的转化过程中,草酸盐原位生成二氧化碳自由基阴离子(CO2--)和二氧化碳(CO2),分别作为关键的单电子还原剂和羰基(C1)源。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Photochemical Reductive Carboxylation of N-Benzoyl Imines with Oxalate Accelerated by Formation of EDA Complexes

Herein, a visible-light-induced umpolung strategy for reductive carboxylation of imines for synthesis of unnatural α-amino acids was disclosed. A reaction mechanism involving electron-donor–acceptor (EDA) complex formation between substrate and oxalate to furnish the desired products was proposed. Oxalic salt in situ generates CO2 radical anion (CO2•–) and carbon dioxide (CO2) as the key single-electron reductant and carbonyl (C1) source, respectively, during the transformation with or without photocatalyst.

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来源期刊
ACS Catalysis
ACS Catalysis CHEMISTRY, PHYSICAL-
CiteScore
20.80
自引率
6.20%
发文量
1253
审稿时长
1.5 months
期刊介绍: ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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