Coupling of N-Nosylhydrazones with Nitrosoarenes: Transition-Metal-Free Approach to (Z)-N-Arylnitrones

Tingting Liu, Zhaohong Liu, Zhenhua Liu, Donghua Hu*, Yeming Wang*

*Changchun University of Chinese Medicine, 1035 Shuobo Road, 130117 Changchun; Ministry of Education, 399 Zhuoyue Street, 130103 Changchun, P. R. of China, Email: hudonghua8888gmail.com, wangyeming2011163.com

T. Liu, Z. Liu, Z. Liu, D. Hu, Y. Wang, Synthesis, 2018, 50, 1728-1736.

DOI: 10.1055/s-0036-1591757

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Abstract

A direct coupling of N-nosylhydrazones with nitrosoarenes enables an efficient and transition-metal-free synthesis of (Z)-N-arylnitrones under mild conditions. The protocol is compatible with a wide range of functional groups and provides the corresponding nitrones in very good yields by a simple recrystallization process.

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Key Words

synthetic methods, N-nosylhydrazones, (Z)-N-arylnitrones, nitrones, nitrosoarenes, metal-free approach

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ID: J66-Y2018