（来源：康龙化成）
转自：康龙化成
CO2‑Promoted Direct Oxygenation of Benzylic sp3C−H Bonds Using Sodium Chlorite
Chaoyang Liu, Ning Xu, Lanling Zhang, Wenjing Gu, Changhu Chu,* and Lei Ma*
Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China;
—J. Org. Chem., 2025, DOI: 10.1021/acs.joc.5c02036
Recommended by Yuquan Liu_PT
KEY WORDS:Oxygenation(反应类型),benzylic compounds, benzylic amines, benzylic ethers, alkylarenes (原料), ketones, esters,amides (产物), Csp3-O (成键类型),NaClO2, CO2(其他)
ABSTRACT: Utilizing inexpensive and environmentally benign sodium chlorite, a CO2-promoted oxidation of benzylic sp3C−H bonds has been developed. In this process, CO2 acts as an effective pH regulator, enabling the reaction to proceed under safe, mild conditions. Three classes of benzylic substrates, amines, ethers, and alkylarenes, can be effectively oxidized to their corresponding carbonyl products.
Substrate scope (selected examples)
Proposed mechanism
Prof. Lei Maet al have developed a CO2-promoted direct oxidation of benzylic sp3C−H bonds using the environmentally friendly oxidant NaClO2 as the terminal oxidant. Three types of benzylic compounds, benzylic amines, benzylic ethers, and alkylarenes, were successfully oxidized to their corresponding carbonyl compounds. In this process, CO2, a stable, inert, and nontoxic weak acid gas, plays a crucial role in facilitating this pH-dependent oxidation reaction. Additionally, mechanistic investigations revealed that an ionic mechanism is predominant in the oxidation of benzylic amines and benzylic ethers, while a radical mechanism governs the oxidation of benzylic ethers and alkylarenes.
