10.1055/s-2005-918433
The research aims to develop an efficient synthesis of novel 8-trifluoromethyl-7H-thiazolo[3,2-b]- and 1,2,4-triazolo[4,3-b]pyridazines, which are potentially biologically active compounds. The study builds on the known pharmacological properties of 6-aryl-1,2,4-triazolo[4,3-b]pyridazine derivatives, such as their anxiolytic and antihypertensive effects, and explores the impact of incorporating a trifluoromethyl group at a unique position on these molecules. The synthesis starts from 4-trifluoromethyl-4,5-dihydropyridazin-3-one, using a five-membered ring closure strategy involving bis(electrophilic) reagents reacting with exocyclic and endocyclic nucleophilic centers on the pyridazine nucleus. Key chemicals include Lawesson’s reagent for thionation, methyl α-bromoacetate for ring closure, and various reagents like phosphorous oxy chloride and hydrazine for further functional group transformations. The study concludes that the synthesized compounds, such as 4, 8, 9, and 10a/b, can be efficiently accessed under mild conditions and are promising candidates for further biological evaluation due to their unique structure and potential for chemical transformations.
10.1023/A:1023419530311
The study in the provided document investigates the reaction of quaternary ammonium salts with a 1,1-dimethylbut-2-yne-1,4-diyl common group with aqueous alkali. The research focuses on the intermediate formation of 1,2-cleavage products rather than 1,4-cleavage products. When both nitrogen atoms have allylic groups, a rearrangement followed by cleavage and substitution occurs, leading to the formation of methyl isopropyl ketones. Salts with two 3-methylbut-2-en-1-yl groups result in the cleavage of isoprene. The study also explores the reactions of 1,4-diammonium salts with two methyl substituents in the but-2yne-1,4-diyl common group under the influence of aqueous alkali, detailing the products and mechanisms involved in these chemical transformations.
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