N═N Coupling and Rearrangement of Arylamines with N-Nitrosoaromatics: Synthesis of Unsymmetric Azobenzenes
Weijie Ren1, Wanyue Yu1, Xiangrong Xiao1
1School of Environmental and Chemical Engineering, Wuyi University, Jiangmen 529020, China.
Abstract:
This paper presents an efficient strategy for constructing unsymmetric azobenzenes through a cascade reaction between arylamines and N-nitrosoaromatics. This process proceeds via initial N═N bond formation, followed by N-N bond cleavage and concomitant C-N bond formation. The method employs stable and readily available arylamines and N-nitrosoaromatics as starting materials, producing water as the sole byproduct. Additional advantages include mild reaction conditions, high atom economy, operational simplicity, and broad substrate scope with excellent functional group tolerance.
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