A new three-component assembly reaction between -tosylhydrazones, dihalogenated arenes, and boronic acids or boronate esters was developed, producing highly substituted 1,1-diarylethylenes in good yields. The two C–C bonds formed through this coupling have been catalyzed by a single Pd-catalyst in a one-pot fashion. It is noted that the one-pot pinacol boronate cross-coupling reaction generally provides products in high yields, offers an expansive substrate scope, and can address a broad range of aryl, styrene, vinyl, and heterocyclic olefinic targets. The scope of this one-pot coupling has been also extended to the synthesis of the 1,1-diarylethylene skeleton of the natural product ratanhine. The new compounds were evaluated for their cytotoxic activity, and this allowed the identification of compound 4ab that exhibits excellent antiproliferative activity in the nanomolar concentration range against HCT116 cancer cell lines.
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The remarkable biological activity of acid hydrazides R–CO–NH–NH2, their corresponding aryolhydrazones R–CO–NH–N=CHR, and also their mode of chelation with transition metal ions has aroused interest in the past due to possible biomimetic applications. Hydrazone Schiff bases and their Cobalt and Nickel complexes have a variety of applications in biological, clinical and analytical fields. Recently there has been a considerable interest in the coordination chemistry of transition metals especially, Cobalt and Nickel with O-N donor hydrazone ligands because of their potential biological and pharmacological applications. The coordination compounds of aroylhydrazones have been reported to act as enzyme inhibitors and are useful due to their pharmacological applications.
From last one year I have been studying the chemistry of transition metal complexes with O-N containing donor environments. In this dissertation I report the synthesis and full characterization of several O-N donor Schiff’s base hydrazone ligands and their corresponding cobalt complexes. The single crystal x-ray studies of synthesized Co complexes (1-3) are under process with our collaborator. One of the three synthesized Co compound (complex 2) is successfully characterized by X-ray crystallography. But due to incomplete refinement of x-ray date I am unable to show the x-ray structure in this dissertation. I also report the synthesis of some Nickel complexes of corresponding O-N donor hydrazone ligands but due to shortage of time am unable to present the characterization data in this thesis.
Key words: Hydrazone Lgand; O-N donor systems; Cobalt complexes; Nickel Complexes
JPS5865261A - Synthesis of hydrazone compound - …
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Individual blue colored hydrazone derivatives were synthesized from the reaction of aldehydes (phthalaldehyde, isophthalaldehyde) with the corresponding amnios (1-methyl -1-phenylhydrazine, 1,1-diphenylhydrazine hydrochloride).
A Kinome-Wide Selective Radiolabeled TrkB/C Inhibitor …
The hydrazone derivatives (4a-e) were synthesized by addition of benzohydrazide derivatives (a-e) to the solution of ethanol containing the 3-((4-formyl-2-methoxyphenoxy) methyl) benzonitrile (3), and refluxed for 1h. The reaction mixture was cooled to room temperature and the precipitate obtained was filtered and washed with petroleum ether, to obtain the pure compounds 4a-e. The yield of products varied from 89 – 97%. The hydrazone derivatives 4a-e were synthesized and the quantified data along with the spectral data was presented.