1647073-75-3Relevant academic research and scientific papers
Copper-mediated ortho-nitration of arene and heteroarene c-h bonds assisted by an 8-aminoquinoline directing group
Liu, Jidan,Zhuang, Shaobo,Gui, Qingwen,Chen, Xiang,Yang, Zhiyong,Tan, Ze
supporting information, p. 732 - 738 (2015/03/18)
A copper-mediated, chelation-assisted ortho C-H bond nitration of benzoic acid derivatives using sodium nitrite as the source of the nitro group has been achieved with the aid of an 8-aminoquinoline directing group. Selective mono- or dinitration can be achieved by simply changing the reaction conditions. The method shows excellent functional group tolerance and provides a novel and straightforward route for the preparation of ortho-nitrated benzoic acids.
Copper-mediated ortho-nitration of (hetero)arenecarboxylates
Katayev, Dmitry,Pfister, Kai F.,Wendling, Timo,Goossen, Lukas J.
, p. 9902 - 9905 (2014/08/18)
Various (hetero)arenecarboxylic acids were converted to the corresponding Daugulis amides and nitrated selectively in the ortho-position in the presence of [CuNO3(PPh3)2] and AgNO2 at 50 °C. A microwave-assisted saponification allows regenerating the carboxylate group within minutes, which may then be removed tracelessly by protodecarboxylation, or substituted by aryl- or alkoxy-groups via decarboxylative cross-coupling.
