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Palladium-Catalyzed One-Pot Synthesis of N-Sulfonyl, N-Phosphoryl, and N-Acyl Guanidines

Guanyu Qiao, Zhen Zhang, Baoliang Huang, Liu Zhu, Fan Xiao, Zhenhua Zhang*

*Department of Applied Chemistry, China Agricultural University, West Yuanmingyuan Rd. 2, Beijing 100193, P. R. of China, Email:

G. Qiao, Z. Zhang, B. Huang, L. Zhu, F. Xiao, Z. Zhang, Synthesis, 2018, 50, 330-340.

DOI: 10.1055/s-0036-1588576

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An efficient Pd-catalyzed cascade reaction of azides with isonitriles and amines provides N-sulfonyl-, N-phosphoryl-, and N-acyl-functionalized guanidines in excellent yield. In addition, the less reactive intermediate benzoyl carbodiimide could be isolated in moderate yield.

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Key Words

azides, functionalized guanidines (C=N, C-N), palladium catalysis, multicomponent reactions

ID: J66-Y2018