An efficient synthesis of ortho-aniline derivatives through aromatic C–H azidation catalyzed by Cu(OAc)2 have been disclosed. The amino group plays an ortho-directing effect in the azidation reactions, regiospecifically affording the mono-azidated derivative as the sole products.
Iron(II) Bromide-Catalyzed Synthesis of Benzimidazoles from Aryl Azides
作者:Meihua Shen、Tom G. Driver
DOI:10.1021/ol801227f
日期:2008.8.7
The identity of the ortho-substituent of an arylazide influences its reactivity toward transition metals. Substitution of a vinyl group with an imine disables rhodium(II)-mediated C-H amination and triggers a Lewis acid mechanism catalyzed by iron(II) bromide to facilitate benzimidazole formation.
A one-pot synthesis of [1,2,3]triazolo[1,5-a]quinoxalines from 1-azido-2-isocyanoarenes with high bond-forming efficiency
作者:Dengke Li、Tingting Mao、Jinbo Huang、Qiang Zhu
DOI:10.1039/c6cc08543a
日期:——
An efficient approach to prepare 1,2,3-triazolo[1,5-a]quinoxaline scaffolds, starting from 1-azido-2-isocyanoarenes and terminal acetylenes or substituted acetaldehydes, has been developed.