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

作者：Wenwen Liu, Pei Xu, Hui-Xian Jiang, Menglei Li, Tian-Zi Hao, Yiqin Liu, Songlei Zhu, Kun-Xiao Zhang, Xu Zhu · 发表于：ACS Catalysis · 年份：2024 · DOI：10.1021/acscatal.4c02007 · 被引用次数：26 · 研究领域：Carbon dioxide utilization in catalysis、CO2 Reduction Techniques and Catalysts、Fluorine in Organic Chemistry

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 CO 2 radical anion (CO 2 •– ) and carbon dioxide (CO 2 ) as the key single-electron reductant and carbonyl (C1) source, respectively, during the transformation with or without photocatalyst.