919197-90-3Relevant academic research and scientific papers
A novel approach to functionalised pyridazinone arrays
Helm, Matthew D.,Plant, Andrew,Harrity, Joseph P. A.
, p. 4278 - 4280 (2008/09/18)
An efficient route to 3,6-dichloro-1 H-pyridazine-4-ones undergoing regioselective C-O, C-S and C-C bond forming reactions was investigated. A series 3,6-dichloro-1 H-pyridazine-4-ones have been prepared through the cycloaddition of 3,6-dichlorotetrazine with alkynylboronates and their employment. Pyridazine represent an important class of bioactive compounds and they have been particularly widely exploited as crop protection pharmaceuticals. It was investigated that the cycloaddition of alkynyl boronates with dichlorotetrazine will provide a pyridazine boronic ester that can be elaborated to a pyridazinone with the option of functionalizing at C-3 or C-6. Substitution of n-protected substrates were investigated and it was found that it took place in good yield and with complete regiocontrol for addition at C-6 to give products.
