Au(I)-catalyzed intramolecular hydroamination of the fluorinated N'-aryl-N-propargyl amidines: mild conditions for the synthesis of 2-fluoroalkyl imidazole derivatives.
The gold(I)-catalyzed synthesis of 2-fluoroalkyl imidazole derivatives was developed. Catalyzed by gold(I), propargyl amidines underwent a 5-exo-dig cyclization to afford 2-fluoroalkyl-5-methyl imidazoles. Also, 2-fluoroalkyl imidazole-5-carbaldehydes were obtained in the presence of NIS. A mechanism investigation manifested the probable process and the carbonyl oxygen derived from O(2).
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Shan
S
Li
Zhengke
Z
Li
Yafen
Y
Yuan
Dongjie
D
Peng
Yajun
Y
Li
Lisi
L
Zhang
Yongming
Y
Wu