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Updated: Jan 9, 2026

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
A nickel-catalyzed isocyanide insertion reaction with aromatic amines: direct access to open-chain guanidines
Zhe Zheng1, Hongqiang Ma1, Hongwei Jin1,2
1College of Chemical Engineering, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China. jhwei828@zjut.edu.cn.
Abstract:
Herein, a nickel-catalyzed isocyanide insertion reaction with aromatic amines under open-air conditions is disclosed. A number of open-chain guanidines are successfully synthesized in moderate to good yields and their structures are confirmed by X-ray diffraction analysis. This reaction features mild reaction conditions, readily available starting materials and easy operation. Halogen atoms including F, Cl, Br and I are all compatible with the reaction. Mechanistic studies reveal that oxygen in the air might act as an oxidant.
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