Affiliation:
1. Key Laboratory of Green Chemistry & Technology of Ministry of Education College of Chemistry Sichuan University Chengdu 610064 P. R. China
2. School of Chemistry and Chemical Engineering Chongqing University Chongqing 400030 P. R. China
3. State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 P. R. China
Abstract
AbstractVisible‐light photocatalytic carboxylation with CO2 is highly important. However, it still remains challenging for reluctant substrates with low reduction potentials. Herein, we report a novel photocatalytic carboxylation of C−N bonds in cyclic amines with CO2 via consecutive photo‐induced electron transfer (ConPET). It is also the first photocatalytic reductive ring‐opening reaction of azetidines, pyrrolidines and piperidines. This strategy is practical to transform a variety of easily available cyclic amines to valuable β‐, γ‐, δ‐ and ϵ‐amino acids in moderate‐to‐excellent yields. Moreover, the method also features mild and transition‐metal‐free conditions, high selectivity, good functional‐group tolerance, facile scalability and product derivations. Mechanistic studies indicate that the ConPET might be the key to generating highly reactive photocatalysts, which enable the reductive activation of cyclic amines to generate carbon radicals and carbanions as the key intermediates.
Funder
National Natural Science Foundation of China
Cited by
1 articles.
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