Synthesis of symmetrical and unsymmetrical N, N′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate

H Xing, Y Zhang, Y Lai, Y Jiang…

文献索引：Xing, Hui; Zhang, Ye; Lai, Yisheng; Jiang, Yongwen; Ma, Dawei Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5449 - 5453

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被引用次数: 18

摘要

CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70–100° C, affording symmetrical N, N′-diaryl guanidines with good to excellent yields. Unsymmetrical N, N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.