A New Method For The Synthesis Of 3-Aryl-6-(2-Pyrrolyl) Pyridazines

As a class of important nitrogen-containing compounds, pyrrolylpyridazines played a significant role in pharmaceutical design and semi-conductor industry. Based on a new acylation method, a synthetic route to a series of novel pyrrolylpyridazine derivatives was successfully established in this paper.Reaction of N-tosylpyrrole and monoethyl succinate in the presence of TFAA led to the acylation product. Condensation of theγ-keto ester with hydrazine followed by oxidation and treatment with phosphorus oxycholoride gave 3-chloro-6-(N-tosyl-2-pyrrolyl)pyridazine. Suzuki cross-coupling of the 3-chlor-6-pyrrolyl-pyridazine with several arylboronic acids afforded a series of 3-aryl-6-(2'-p-yrrolyl)pyridazines. Further investigation indicated that protection of the pyrrolyl moiety was necessary for the cross-coupling reaction.Ali the new compounds were characterized by 1H NMR,13C NMR, IR and MS.