Applications of Azoalkenes in the Synthesis of Fused Ring Pyridazine Derivatives

Abstract

in Wiley Online Library (wileyonlinelibrary.com).Cyclic ketohydrazones containing α-methylene group are oxidized by chloramine-T followed by treatment with triethylamine leads to the formation of azoalkenes via azochloride, which are trapped by olefinic compounds to produce fused ring pyridazine derivatives in good yield.

Recent Advances in the Chemistry of Conjugated Nitrosoalkenes and Azoalkenes

“…Gaonkar and Rai described the generation of azoalkenes via oxidation of ketohydrazones 128 with chloramine T of cyclic hydrazones, followed by dehydrohalogenation (Scheme ). These azoalkenes 130 were trapped by styrene, acrylonitrile, α-methylstyrene, and ethyl acrylate to give fused ring pyridazines 131 in high yield.…”

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

“…The researchers then evaluated most of the synthesized compounds for cytotoxic activity against two cancer cell lines ‐ Michigan Cancer Foundation‐7 (MCF‐7) for breast cancer and human prostatic carcinoma cell line (PC‐3) for prostate cancer ‐ using MTT assay. Their findings indicated that some of these compounds displayed robust cytotoxic effects, as evidenced by their low IC50 values IX and X [28] . Moreover, Zhang et al .…”

“…Their findings indicated that some of these compounds displayed robust cytotoxic effects, as evidenced by their low IC50 values IX and X. [28] Moreover, Zhang et al conducted a study in 2015 to design, synthesize and evaluate conformationally restricted 4-substituted-2,6-dimethylfuro[2,3-d]pyrimidines as potential antitumor agents by targeting receptor tyrosine kinase and microtubule inhibitors. The research found that compound VI demonstrated the greatest effectiveness in dual inhibition and displayed notable activity against many cancer cell lines, suggesting it could be a valuable candidate for further preclinical analysis.…”

Synthesis of Fused-Oxazines from Cyclic Ketoximes Via a-Nitrosoalkenes

“…In our prior work chloramine-T was used extensively for the synthesis of a-nitrosoolefins 1 , azoalkenes [8][9] …”