Visible-Light-Driven Oxidation of N-Alkylamides to Imides Using Oxone/H₂O and Catalytic KBr

Chong Mei, Yixin Hu, Wenjun Lu*

*Department of Chemistry, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. of China, Email: luwjsjtu.edu.cn

C. Mei, Y. Hu, W. Lu, Synthesis, 2018, 50, 2999-3005.

DOI: 10.1055/s-0036-1591575

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Abstract

Visible-light-driven oxidations of various N-alkylamides proceed efficiently under mild conditions to provide imines by using Oxone as the oxidant in the presence of a catalytic amount of KBr in H₂O/CH₂Cl₂ under irradiation by an 8 W white LED at room temperature. Experimental studies suggest that an imine, obtained from the substrate amide via a radical process, is the key intermediate.

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Key Words

imides, amides, oxone, oxidation, catalysis, photochemistry

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ID: J66-Y2018