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Synthesis of O-Aroyl-N,N-dimethylhydroxylamines through Hypervalent Iodine-Mediated Amination of Carboxylic Acids with N,N-Dimethylformamide

Chuancheng Zhang, Qiang Yue, Zhen Xiao, Xianglan Wang, Qian Zhang, Dong Li*

*School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, P. R. of China, Email:

C. Zhang, Q. Yue, Z. Xiao, X. Wang, Q. Zhang, D. Li, Synthesis, 2017, 49, 4303-4308.

DOI: 10.1055/s-0036-1588460

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A hypervalent iodine mediated reaction between carboxylic acids and N,N-dimethylformamide occurs under mild conditions at room temperature to provide O-aroyl-N,N-dimethylhydroxylamines in good yields, which are important electrophilic amination reagents. The process shows good functional group compatibility and air and moisture tolerance.

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Key Words

benzoyl hydroxylamines, hydroxylamines, hypervalent iodine compounds, carboxylic acids, N,N-dimethylformamide, amination

ID: J66-Y2017