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Isolation of 4-chloro-3-formyl-2-(2-hydroxyethene-1-yl) quinolines by Vilsmeier Haack reaction on quinaldines: Construction of diazepino quinoline heterocycles and their antimicrobial and cytogenetic studies.

Application of Vilsmeier conditions to 4-hydroxyquinaldines gives 4-chloro-3-formyl-2-(2-hydroxyethene-1-yl)-quinolines as an intermediate. The latter is utilized to prepare diazepino quinolines on treatment with phenylhydrazine hydrochloride. All the synthesized compounds have been screened for their antibacterial and antifungal as well as cytogenetic activities.

Adult↗

Synthesis of novel quinaldine-based squaraine dyes: effect of substituents and role of electronic factors.

[reaction: see text] Condensation of squaric acid with quinaldinium salts containing electron-donating substituents gave only the semisquaraines. However, with salts possessing electronegative and electron-withdrawing groups, the squaraine dyes were isolated in quantitative yields. The semisquaraines formed undergo condensation with highly nucleophilic salts yielding the unsymmetrical squaraine dyes. These results demonstrate the role of electronic factors and provide valuable information for the design of efficient squaraine-based sensitizers that can have potential applications in photodynamic therapy.

Journal Article↗