Intramolecular hydrogen bonding-assisted cyclocondensation of α-diazoketones with various amines: a strategy for highly efficient Wolff 1,2,3-triazole synthesis.
A catalytic and highly efficient Wolff's cyclocondensation of α-diazoketones with aromatic and aliphatic amines has been realized for the first time by utilizing the strategy of an intramolecular hydrogen bonding-activating carbonyl group. This approach successfully solved the challenging problem of poor condensation efficiency in Wolff 1,2,3-triazole synthesis, and constitutes a powerful method for the synthesis of highly functionalized 1,2,3-triazoles.
Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China.
Zikun
Z
Wang
Xihe
X
Bi
Peiqiu
P
Liao
Rui
R
Zhang
Yongjiu
Y
Liang
Dewen
D
Dong
D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D006860:Hydrogen Bonding; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D000588:Amines; D007659:Ketones; D014230:Triazoles